6-(benzyloxy)-1H-indole-2-carboxylic acid

Base Information

• Chemical Name: 6-(benzyloxy)-1H-indole-2-carboxylic acid
• CAS No.: 40047-22-1
• Molecular Formula: C16H13NO3
• Molecular Weight: 267.2793
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID00408486
• Wikidata: Q82213974
• Mol file: 40047-22-1.mol

Synonyms:6-(benzyloxy)-1H-indole-2-carboxylic acid;40047-22-1;6-phenylmethoxy-1H-indole-2-carboxylic Acid;6-Benzyloxy-1H-indole-2-carboxylic acid;6-(BENZYLOXY)-1H-INDOLE-2-CARBOXYLICACID;SCHEMBL3030893;DTXSID00408486;2-carboxy-6-benzyloxy-1H-indole;LRPMQYYRQWFNIA-UHFFFAOYSA-N;AMY31790;6-Benzyloxyindole-2-carboxylic acid;MFCD02664461;AKOS000118396;NCGC00331954-01;FT-0748998;EN300-15100;C91173;AB01204339-03;Z119989620

Chemical Property of 6-(benzyloxy)-1H-indole-2-carboxylic acid

Chemical Property:

• Vapor Pressure: 4.13E-12mmHg at 25°C
• Refractive Index: 1.696
• Boiling Point: 531.1 °C at 760 mmHg
• Flash Point: 275 °C
• PSA: 62.32000
• Density: 1.342 g/cm³
• LogP: 3.44510
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 267.08954328
• Heavy Atom Count: 20
• Complexity: 341

Purity/Quality:

98%Min ^*data from raw suppliers

6-(BENZYLOXY)-1H-INDOLE-2-CARBOXYLIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC2=CC3=C(C=C2)C=C(N3)C(=O)O

Technology Process of 6-(benzyloxy)-1H-indole-2-carboxylic acid

There total 8 articles about 6-(benzyloxy)-1H-indole-2-carboxylic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 91.0%

6-benzyloxy-indole-2-carboxylic acid ethyl ester (40047-20-9) → 6-(benzyloxy)-1H-indole-2-carboxylic acid (40047-22-1)

Guidance literature:

With sodium hydroxide; In ethanol; Heating;

DOI:10.1016/j.bmcl.2006.06.093

Reference yield:

(E)-2-Azido-3-(4-benzyloxy-phenyl)-acrylic acid ethyl ester → 6-(benzyloxy)-1H-indole-2-carboxylic acid (40047-22-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / xylene / Heating

2: 91 percent / aq. NaOH / ethanol / Heating

With sodium hydroxide; In ethanol; xylene;

DOI:10.1016/j.bmcl.2006.06.093

Reference yield:

p-benzyloxybenzaldehyde (4397-53-9) → 6-(benzyloxy)-1H-indole-2-carboxylic acid (40047-22-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 85 percent / sodium ethoxide / ethanol

2: 80 percent / xylene / Heating

3: 91 percent / aq. NaOH / ethanol / Heating

With sodium hydroxide; sodium ethanolate; In ethanol; xylene;

DOI:10.1016/j.bmcl.2006.06.093

upstream raw materials:

(4-benzyloxy-2-nitro-phenyl)-pyruvic acid

6-benzyloxy-indole-2-carboxylic acid ethyl ester

p-benzyloxybenzaldehyde

4-methyl-5-nitrophenol

Downstream raw materials:

2-(6-(benzyloxy)-1H-indol-3-yl)-N,N-dimethyl-2-oxoacetamide

(6-benzyloxy-indol-3-yl)-oxoacetyl chloride

[2-(6-benzyloxy-indol-3-yl)-ethyl]-dimethyl-amine

(6-benzyloxy-indol-3-yl)-acetonitrile