Methyl indole-5-carboxylate (>98%), 6-bromo-1-hexanol (>97%), dibutyltin oxide (DBTO) (>98%), potassium carbonate (K2CO3) and 3-bromo-1-propanol (>97%) were purchased from Sigma-Aldrich. 5-Bromo-1-pentanol (>90%) and 4-bromo-1-butanol (technical, >80%) were purchased from TCI. Dimethylformamide (DMF) (ACS, Reag. Ph. Eur.), diethyl ether (ACS, Reag. Ph. Eur.), chloroform (analytical grade, stabilized with ethanol), magnesium sulfate (MgSO4), tetrahydrofuran (THF) (ACS, Reag. Ph. Eur.), hexafluoroisopropanol (HFIP) (ACS, Reag. Ph. Eur.), and ethyl acetate (EtOAc) (ACS, Reag. Ph. Eur.) were purchased from VWR Chemicals. Tert-butyl-(4-chlorobutoxy)dimethylsilane (98%), tetrabutylammonium fluoride hydrate (TBAF, 98%), NaH (60% dispersion in mineral oil), iodine (≥99.8%) and 3,4-dimethoxybenzaldehyde (99%) were purchased from Sigma-Aldrich. All chemicals and reagents were used as received without purification.
Methyl indole 5 carboxylate
Manufactured by Merck Group
Methyl indole-5-carboxylate is a chemical compound used in various laboratory applications. It is a white crystalline solid with the molecular formula C10H9NO2. The compound serves as a precursor for the synthesis of other organic molecules, but its specific applications and intended uses are not within the scope of this factual description.
Automatically generated - may contain errors
Lab products found in correlation
Iodine, by Merck Group (2 mentions)
3 4 dimethoxybenzaldehyde, by Merck Group (1 mentions)
3 bromo 1 propanol, by Merck Group (1 mentions)
Potassium carbonate k2co3, by Merck Group (1 mentions)
Potassium carbonate, by Merck Group (1 mentions)
Vanillin, by Merck Group (1 mentions)
Syringaldehyde, by Merck Group (1 mentions)
4 hydroxybenzaldehyde, by Merck Group (1 mentions)
N heptane, by Avantor (1 mentions)
N n dimethylacetamide, by Avantor (1 mentions)
Dimethyl sulfoxide (dmso), by Avantor (1 mentions)
Ethanol, by Avantor (1 mentions)
Methanol, by Avantor (1 mentions)
Chloroform, by Avantor (1 mentions)
Acetone, by Avantor (1 mentions)
Ethyl acetate, by Avantor (1 mentions)
N n dimethylformamide (dmf), by Avantor (1 mentions)
Dichloromethane, by Avantor (1 mentions)
Acetonitrile, by Avantor (1 mentions)
Tetrahydrofuran, by Avantor (1 mentions)
3 protocols using methyl indole 5 carboxylate
1
Synthesis of Bromoalkanol Derivatives
2
Antimicrobial Compound Synthesis and Evaluation
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4-Hydroxybenzaldehyde,
vanillin, syringaldehyde, ethylene carbonate, potassium carbonate
(K2CO3), methyl indole-5-carboxylate, iodine
(I2), and dibutyltin(IV) oxide (DBTO) were purchased from
Sigma-Aldrich. Tetrahydrofuran (THF), N,N-dimethylformamide (DMF), N,N-dimethylacetamide
(DMAc), 1,4-dioxane, chloroform, dichloromethane, dimethyl sulfoxide
(DMSO), ethanol, methanol, acetone, acetonitrile, ethyl acetate (EtOAc), n-heptane, xylene, and Na2SO4 were
purchased from VWR Chemicals. Tryptic soy broth (TSB), phosphate-buffered
saline (PBS), tryptic soy agar (TSA), sterile sheep’s blood, Staphylococcus aureus ATCC 6538 (S.
aureus), Enterococcus faecalis ATCC 29212 (E. faecalis), Escherichia coli ATCC 25922 (E. coli), and Pseudomonas aeruginosa ATCC
27853 (P. aeruginosa) were purchased
from commercial sources. All chemicals were used as received without
purification.
vanillin, syringaldehyde, ethylene carbonate, potassium carbonate
(K2CO3), methyl indole-5-carboxylate, iodine
(I2), and dibutyltin(IV) oxide (DBTO) were purchased from
Sigma-Aldrich. Tetrahydrofuran (THF), N,N-dimethylformamide (DMF), N,N-dimethylacetamide
(DMAc), 1,4-dioxane, chloroform, dichloromethane, dimethyl sulfoxide
(DMSO), ethanol, methanol, acetone, acetonitrile, ethyl acetate (EtOAc), n-heptane, xylene, and Na2SO4 were
purchased from VWR Chemicals. Tryptic soy broth (TSB), phosphate-buffered
saline (PBS), tryptic soy agar (TSA), sterile sheep’s blood, Staphylococcus aureus ATCC 6538 (S.
aureus), Enterococcus faecalis ATCC 29212 (E. faecalis), Escherichia coli ATCC 25922 (E. coli), and Pseudomonas aeruginosa ATCC
27853 (P. aeruginosa) were purchased
from commercial sources. All chemicals were used as received without
purification.
3
Characterization of Indole Derivatives
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Example 3
General information: 1H NMR spectra were recorded on a Bruker Avance III600 instrument, in deuterated solvents and were referenced to TMS (6 scale). Flash chromatography was performed on Merck silica gel 60 (0.040-0.063 mm). Analytical thin layer chromatography (TLC) was carried out on precoated (0.25 mm) Merck silica gel F-254 plates. Mass spectra were recorded with a LTQ Orbitrap Discovery instrument, possessing an Ionmax ionization source. 3-Acetoxyindole, 5-bromoindole, 6-chloroindole, 5-cyanoindole, methyl indole-5-carboxylate, methyl indole-6-carboxylate, 5-methylindole, iodine, potassium iodide, thiophenol, oxalyl chloride, anhydrous aluminum chloride, hydroxylamine hydrochloride, anhydrous pyridine, triethylamine, 1,2-dibromoethane, piperazine and morpholine were purchased from Sigma-Aldrich. Anhydrous dichloromethane and anhydrous N,N-dimethylformamide were purchased from Acros organics.
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