Pieces of Japanese cypress (Chamaecyparis obtuse) (Yamani, Co., Ltd., Nagano, Japan) with dimensions of 5.0 mm (longitudinal direction, L) × 20 mm (radial direction, R) × 20 mm (tangential direction, T) were used as wood specimens. The specimens were cut from a larger piece with a transverse section of 20 mm (R) × 20 mm (T). The initial mass of these specimens was ~0.7 g. Methanol, propionic anhydride (PA), trifluoroacetic anhydride (TFAA), propionic acid, 4-dimethylaminopyridine (DMAP), N-methyl pyroridone, sodium hydrogen sulfate, and sulfuric acid (SA) were purchased from FUJIFILM Wako Pure Chemical Corp. (Osaka, Japan) and utilized as obtained.
4 dimethylaminopyridine
Manufactured by Fujifilm
Sourced in Japan
4-dimethylaminopyridine is a chemical compound commonly used as a catalyst in organic synthesis reactions. It functions by activating carboxylic acids and facilitating the formation of various esters and amides. The compound is widely utilized in the laboratory setting to promote efficient and selective transformations during the preparation of complex organic molecules.
Automatically generated - may contain errors
Lab products found in correlation
Propionic anhydride, by Fujifilm (1 mentions)
Trifluoroacetic anhydride, by Fujifilm (1 mentions)
Methanol, by Fujifilm (1 mentions)
Sulfuric acid, by Fujifilm (1 mentions)
Sodium hydrogen sulfate, by Fujifilm (1 mentions)
Rhodamine b, by Fujifilm (1 mentions)
N methylpyrrolidone, by Fujifilm (1 mentions)
Stearic acid, by Fujifilm (1 mentions)
Jms t100lc spectrometer, by JEOL (1 mentions)
Av 500 spectrometer, by Bruker (1 mentions)
Palmitic acid, by Fujifilm (1 mentions)
L carnitine, by Fujifilm (1 mentions)
Fatty acid free bsa, by Merck Group (1 mentions)
Fenofibrate, by Merck Group (1 mentions)
1 ethyl 3 3 dimethylaminopropyl carbodiimide hydrochloride, by Tokyo Chemical Industry (1 mentions)
6 protocols using 4 dimethylaminopyridine
1
Propionic Anhydride Treatment of Cypress Wood
2
Synthesis of Reactive Dye Monomer M-1
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Example 1
(Synthesis of the Raw Material Monomer M-1 of the Reactive Dye):
Into a 2 L round-bottom flask equipped with a stirring apparatus, 47.9 g of rhodamine B (0.10 mol, produced by Wako Pure Chemical Industries, Ltd.), 500 mL of dichloromethane, 15.6 g of hydroxyethyl methacrylate (0.12 mol, produced by Wako Pure Chemical Industries, Ltd.), 4.9 g of 4-dimethylaminopyridine (0.04 mol, produced by Wako Pure Chemical Industries, Ltd.), and 32.6 g of 1-ethyl-3-(3-dimethylarninopropyl)carbodimide hydrochloride (0.17 mol, produced by Toyobo Co., Ltd.) were added, and subjected to a reaction by stirring at room temperature for 24 hours.
After completion of the reaction, an organic layer was washed with about 500 mL of ion-exchanged water.
Next, 50 g of sodium sulfate was added thereto for dehydration, and 10 mg of p-methoxyphenol (produced by Wako Pure Chemical Industries, Ltd.) was added thereto as a polymerization inhibitor. The solvent was removed under reduced pressure to obtain 44 g (yield: 74.6%) of a red solid.
This was referred to the dye monomer “M-1”.
3
Synthesis of Polyamide PA-01, PA-02, and PA-03
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Example 2
Preparation of Polyamide PA-01
A polyamide PA-01 was prepared as follows through the above scheme.
After 2.00 g of 4,4′-(hexafluoroisopropylidene)bis(benzoic acid) dichloride (synthesized by a typical method), 1.02 g of a diamine (synthesized as above), 20 g of N-methylpyrrolidone (manufactured by FUJIFILM Wako Pure Chemical Corporation), and 1.20 g of 4-dimethylaminopyridine (manufactured by FUJIFILM Wako Pure Chemical Corporation) were inserted, they were stirred under heating at 60° C. for 4 hours. After cooling to room temperature, the concentration was adjusted using 10 g of N-methylpyrrolidone, and reprecipitation was caused using methanol to obtain 2.4 g of an intended polyamide PA-01. The weight-average molecular weight measured by gel permeation chromatography using N-methylpyrrolidone was 30000.
Polyamides PA-02 and PA-03 below were prepared in the same manner as in Preparation of polyamide PA-01, except that the raw materials used were changed to those that lead to the following structures.
4
Synthesis of Click-Functionalized Amphiphiles
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11-Azido-3,6,9-trioxaundecan-1-amine (>93.0%), 10-undecynoic acid (>98.0%), tetraethylene glycol monomethyl ether (>98.0%), and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide (>98.0%) were purchased from TCI (Japan). Stearic acid (>95.0%), 4-dimethylaminopyridine (>99.0%), and CuCl (>95.0%) were procured from Wako Chemicals (Japan). N,N'-dicyclohexylcarbodiimide (>98.0%) was purchased from Kanto Chemical (Japan). All solvents and reagents were used as received. 1H- and 13C-NMR spectra were recorded on an AV-500 spectrometer (Bruker, USA) operating at 500 MHz and 125 MHz respectively. CDCl3 was used as the solvent. 1H-NMR spectra were referenced to tetramethylsilane (TMS) and 13C-NMR spectra were referenced to the deuterated solvent CDCl3. High resolution electrospray ionization mass spectrometry (HR-ESI-MS) was performed by using a JMS-T100LC spectrometer (JEOL, Japan).
5
Metabolic Pathways Analysis of Ketone Bodies
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Sodium 3HIB, sodium D-3HB, 3HMB, αKB, fenofibrate and fatty acid-free BSA were purchased from Sigma-Aldrich (St. Louis, MO, USA). Sodium DL-3HB-13C4 was obtained from Taiyo Nippon Sanso Co. (Tokyo, Japan) and sodium DL-2HB, 2-pyridinemethanol and 2-methyl-6-nitrobenzoic anhydride were from Tokyo Kasei Kogyo (Tokyo, Japan). VAL, LEU, ILE, L-carnitine, palmitic acid and 4-dimethylaminopyridine were purchased from Wako Pure Chemical Industries (Osaka, Japan). Amino acid-free medium (Zero medium) was kindly supplied by Ajinomoto Pharmaceuticals Co., Ltd. (Tokyo, Japan). All other reagents for cell culture experiments were purchased from Thermo Fisher Scientific (Gibco®, Waltham, MA, USA). Solvents used for analysis were of analytical grade.
6
Synthesis of Derivative Compounds
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Reagents for the synthesis of the derivatives were purchased from Wako Pure Chemicals (Tokyo, Japan). Derivatives were synthesized by Steglich esterification scheme31 (link) in the presence of a coupling agent 4-dimethylamino pyridine (Wako Pure Chemicals) and a catalyst, 1-ethyl-3-(3-dimethylaminopropyl)-carbodiimide hydrochloride (Tokyo Chemical Industry Co. Ltd., Tokyo, Japan).
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