6-CHLORO-3-HYDROXY-1H-INDOLE-2-CARBOXYLIC ACID ETHYL ESTER

Base Information

• Chemical Name: 6-CHLORO-3-HYDROXY-1H-INDOLE-2-CARBOXYLIC ACID ETHYL ESTER
• CAS No.: 153501-26-9
• Molecular Formula: C₁₁H₁₀ClNO₃
• Molecular Weight: 239.658
• Mol file: 153501-26-9.mol

Synonyms:6-CHLORO-3-HYDROXY-1H-INDOLE-2-CARBOXYLIC ACID ETHYL ESTER

Chemical Property of 6-CHLORO-3-HYDROXY-1H-INDOLE-2-CARBOXYLIC ACID ETHYL ESTER

Chemical Property:

• PSA: 62.32000
• LogP: 2.70360

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 6-CHLORO-3-HYDROXY-1H-INDOLE-2-CARBOXYLIC ACID ETHYL ESTER

There total 4 articles about 6-CHLORO-3-HYDROXY-1H-INDOLE-2-CARBOXYLIC ACID ETHYL ESTER 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: 90.0%

4-chloro-2-(methoxycarbonylmethyl-amino)-benzoic acid methyl ester (132623-46-2) + sodium ethanolate (141-52-6) → ethyl 6-chloro-3-hydroxyindole-2-carboxylate (153501-26-9)

Guidance literature:

In diethyl ether; for 2h; Heating;

DOI:10.1016/j.bmcl.2005.08.002

Reference yield: 62.0%

ethyl N-[5-chloro-2-(ethoxycarbonyl)phenyl]glycinate (188566-29-2) → ethyl 6-chloro-3-hydroxyindole-2-carboxylate (153501-26-9)

Guidance literature:

With sodium; In diethyl ether; ethanol; for 2h; Heating;

DOI:10.1016/S0223-5234(97)83976-1

Reference yield:

2-Carboethoxy-5-chloroaniline (60064-34-8) → ethyl 6-chloro-3-hydroxyindole-2-carboxylate (153501-26-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) Na₂CO₃, 2.) 25percent NH₄OH / 1.) 80 deg C, 18 h, 2.) H₂O, EtOH, 2 h

2: 62 percent / Na / ethanol; diethyl ether / 2 h / Heating

With ammonium hydroxide; sodium; sodium carbonate; In diethyl ether; ethanol;

DOI:10.1016/S0223-5234(97)83976-1

upstream raw materials:

ethyl N-[5-chloro-2-(ethoxycarbonyl)phenyl]glycinate

4-chloro-2-(methoxycarbonylmethyl-amino)-benzoic acid methyl ester

sodium ethanolate

2-amino-4-chloro-benzoic acid methyl ester

Downstream raw materials:

1-(4-tert-butyl-phenyl)-6-chloro-3-(3-trifluoromethyl-phenoxy)-1H-indole-2-carboxylic acid ethyl ester

1-(4-tert-butyl-phenyl)-6-chloro-3-(3-isopropyl-phenoxy)-1H-indole-2-carboxylic acid ethyl ester

1-(4-tert-butyl-phenyl)-6-chloro-3-methoxy-1H-indole-2-carboxylic acid ethyl ester

1-(4-tert-butyl-phenyl)-6-chloro-3-hydroxy-1H-indole-2-carboxylic acid ethyl ester