Methylene Chloride
Also known as dichloromethane, this chemical compound is a colorless, volatile liquid with a characteristic sweet odor.
Methylene Chloride has a low boiling point and is highly miscible with many organic solvents, making it a valuable tool for extractions, purifications, and other laboratory techniques.
Researchers utilize Methylene Chloride for a broad range of applications, including polymer synthesis, pharmaceutical development, and environmetnal analysis.
However, due to its potential toxicity, it is important to handle Methylene Chloride with care and follow appropriate safety protocols.
PubCompare.ai offers a powerful platform to optimize your Methylene Chloride research, providing access to the best protocols from literature, preprints, and patents, and leveraging AI-driven analysis to identify the most reliable and effective methods for your experiments.
Most cited protocols related to «Methylene Chloride»
Most recents protocols related to «Methylene Chloride»
Example 41
Potassium carbonate (110 mg) was added to a solution of Compound 39 (200 mg) and ethyl 2-bromoacetate (100 mg) in DMF (5 mL), and the resulting mixture heated to 80° C. and stirred for 1 h under nitrogen protection. The reaction mixture was cooled to room temperature, and filtered. The filter cake was washed with ethyl acetate (2 mL). The filtrate was concentrated to obtain Compound 42-1. LCMS (ESI) m/z: 606 (M+1).
2) Synthesis of Compound 42-2
An aqueous solution of lithium hydroxide monohydrate (1M, 0.7 mL) was added to a solution of Compound 42-1 (200 mg) in tetrahydrofuran (5 mL), and the resulting mixture was stirred at 26° C. for 1 h under nitrogen protection. The reaction mixture was acidified to pH=5-6 with an aqueous solution of dilute hydrochloric acid (1M), and extracted with ethyl acetate (20 mL×3). The combined organic phase was washed with saturated brine (20 mL), dried over anhydrous sodium sulfate, filtered, and concentrated to obtain Compound 42-2. LCMS (ESI) m/z: 578 (M+1).
3) Synthesis of Compound 42
Methylamine hydrochloride (18 mg) was added to a solution of Compound 42-2 (100 mg), HATU (80 mg), and triethylamine (50 mg, 494.12 μmol) in dichloromethane (5 mL), and the resulting mixture was stirred at 26° C. for 1 h. The reaction mixture was acidified to pH=5-6 with an aqueous solution of dilute hydrochloric acid (1M), and extracted with ethyl acetate (20 mL×3). The combined organic phase was washed with saturated brine (20 mL), dried over anhydrous sodium sulfate, filtered, and concentrated. The residue obtained from the concentration was purified by preparative TLC and preparative HPLC to obtain Compound 42. 1H NMR (400 MHz, CDCl3) δ ppm 8.68 (s, 1H), 7.95 (d, J=8.3 Hz, 1H), 7.88 (d, J=1.5 Hz, 1H), 7.76 (dd, J=8.3, 1.8 Hz, 1H), 7.31-7.36 (m, 1H), 7.29 (dd, J=8.8, 2.0 Hz, 1H), 4.51 (s, 2H), 2.90 (d, J=5.0 Hz, 3H), 2.84 (q, J=7.7 Hz, 2H), 1.62 (s, 6H), 1.29 ppm (t, J=7.5 Hz, 3H); LCMS (ESI) m/z: 591 (M+1).
Example 11
0.18 of 1-benzoyl-3-(5′-azido-1′-pentyl)pyrrolidine (14) was dissolved in 5 ml of tetrahydrofuran, and then 0.15 g of triphenylphosphine and 2 drops of water were added and refluxed overnight. After concentration under reduced pressure, 10 ml of dichloromethane was added, and washed sequentially with water and a saturated sodium chloride solution. The reaction solution was concentrated under reduced pressure, and separated by column chromatography (dichloromethane/methanol/aqueous ammonia=10:1:0.1 vol/vol/vol), to obtain 0.16 g of an oily product 1-benzoyl-3-(5′-amino-1′-pentyl)pyrrolidine (15). LCMS: 261[M+H].
The following compounds can be prepared according to the above method of preparing the compound 15 starting from the compound 12:
Example 4
Octadecanoate Functionalized Core (IMS 018 H)
To a round bottom flask was added one or more of the following “core” compounds: tripentaerythritol (“H”) made from the above cores. These were dissolved in tetrahydrofuran. 1.1 molar equivalents (per —OH of the hydroxyl terminated cores or dendrimers) of Octadecanoic Acid were added to the solution of cores. To these reagents were added 1.2 molar equivalents (per —OH of the hydroxyl terminated cores or dendrimers) of dicyclohexylcarbodiimide and 0.1 molar equivalents (per —OH of hydroxyl-terminated core or of dendrimer) of 4-dimethylaminopyridine (DMAP).
The reaction mixture was stirred vigorously for approximately 12 hours at standard temperature and pressure. The reaction was monitored by MALDI-TOF MS to determine completion of the reaction for each of the cores present in the reaction. After complete esterification is observed by MALDI-TOF MS, the flask contents were transferred to a separatory funnel, diluted with dichloromethane, extracted twice with 1M aqueous NaHSO4 (sodium bisulfate) and extracted twice with 1M aqueous NaHCO3 (sodium bicarbonate). The organic layer was reduced in vacuo to concentrate the sample. A MALDI-TOF MS spectra of the purified product confirmed the purity of the mixture of esterified products and is shown in
Example 5
In some embodiments, the disclosed ECP has a formula of
The ECP-5 is synthesized by preparing a naphthalene-containing reaction unit and then polymerizing it with an AcDOT unit. The detail method includes the following steps:
Step 5-1: preparing naphthalene-containing reaction unit (compound 10) by two steps.
To a solution of compound 11 in dichloromethane was added dropwise a solution of bromine in dichloromethane over 15 minutes at −78° C. The reaction mixture is stirred for 2 hours at −78° C. and then warmed gradually to room temperature and stay at room temperature for an additional 2 hours. The excess bromine was quenched by saturated aqueous sodium sulfite solution and stirred for 2 hours at room temperature. After extraction with dichloromethane, the combined organic layer was washed with brine, dried over sodium sulfate, and concentrated in vacuum.
Compound 12 is dissolved in DMF under N2, K2CO3 is added to the solution, and the reaction mixture is stirred for 15 minutes, after which 2-ethylexyl bromide is added. The reaction mixture is stirred at 100° C. overnight. The reaction is stopped and cooled down to room temperature. The solvent is removed in vacuum, and the residue is dissolved in diethyl ether. The organic phase is washed with water, and the aqueous phases are extracted with ethyl acetate. The combined organic phases are dried by vacuum.
Step 5-2: polymerization: The polymerization method is similar to that in step 1-1, only differs on the reaction units. The reaction units here are the naphthalene-containing reaction unit (compound 10) and AcDOT (compound 8).
Example 40
To a solution of compound 101 (5.96 g, 35.9 mmol, 1.0 eq.) in anhydrous dichloromethane (200 mL) was added Ac2O (3.2 mL, 33.9 mmol, 2.0 eq.) and HNO3 (65%-68%, 3.5 mL, 50.79 mmol, 3.0 eq.) at room temperature. The mixture was stirred at room temperature for 30 min, and TLC analysis showed that the reaction was completed. The reaction solution was washed with water (3×200 mL), and the aqueous layer was back-extracted with dichloromethane (3×100 mL). The combined dichloromethane solution was washed with brine, dried over anhydrous Na2SO4, filtered, concentrated and purified by SiO2 column chromatography (5:1 hexanes/EtOAc) to give compound 102 as a yellow solid (4.18 g, 72% yield). 1H NMR (500 MHz, CDCl3) δ 10.49 (s, 1H), 7.89 (s, 1H), 7.44 (d, J=8.4 Hz, 1H), 7.09 (d, J=8.6 Hz, 1H), 4.32 (d, J=8.3 Hz, 1H), 4.12 (dd, J=14.0, 7.0 Hz, 2H), 3.80 (s, 1H), 2.76 (dd, J=13.0, 6.8 Hz, 2H), 2.59 (s, 1H), 1.88 (s, 1H), 1.37 (t, J=8.7 Hz, 9H), 1.25 (dd, J=13.5, 6.9 Hz, 4H), 1.16 (t, J=8.0 Hz, 3H). MS ESI m/z calcd for C19H28NaN2O7 [M+Na]+ 419.19, found 419.17.
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More about "Methylene Chloride"
This colorless, volatile liquid has a distinctive sweet odor and is highly miscible with many other organic solvents, making it a valuable tool for extractions, purifications, and other laboratory techniques.
Researchers utilize Methylene Chloride for a broad range of applications, including polymer synthesis, pharmaceutical development, and environmental analysis.
It is commonly used as a solvent for reactions involving Polyvinyl Alcohol (PVA), Methanol, Acetonitrile, DMSO, Ethanol, and Chloroform.
Due to its potential toxicity, it is important to handle Methylene Chloride with care and follow appropriate safety protocols.
PubCompare.ai offers a powerful platform to optimize your Methylene Chloride research, providing access to the best protocols from literature, preprints, and patents, and leveraging AI-driven analysis to identify the most reliable and effetive methods for your experiments.
OtherTerms: Dichloromethane, DCM, Organic Solvent, Polymer Synthesis, Pharmaceutical Development, Environmental Analysis, Polyvinyl Alcohol, Methanol, Acetonitrile, DMSO, Ethanol, Chloroform