104145-74-6

Basic information

• Product Name: (+)-α-Chloro-2-aminobenzenepropanoic acid, 2,6-dimethylpiperidine salt
• CAS NO: 104145-74-6
• Molecular Weight: 312.84
• Mol File: 104145-74-6.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (+)-α-Chloro-2-aminobenzenepropanoic acid, 2,6-dimethylpiperidine salt(CAS DataBase Reference)
• NIST Chemistry Reference: (+)-α-Chloro-2-aminobenzenepropanoic acid, 2,6-dimethylpiperidine salt(104145-74-6)
• EPA Substance Registry System: (+)-α-Chloro-2-aminobenzenepropanoic acid, 2,6-dimethylpiperidine salt(104145-74-6)

Safety Data

• Hazardous Substances Data: 104145-74-6(Hazardous Substances Data)

Upstream product

• 104145-72-4 (-)-α-Chloro-2-nitrobenzenepropanoic acid, 2,6-dimethylpiperidine salt 

Downstream Products

• 79815-20-6 (S)-indoline-2-carboxylic acid 
• 16851-56-2 indolin-2-yl carboxylic acid 
• 98167-06-7 (R)-(-)-2,3-Dihydro-1H-Indole-2-Carboxylic Acid 

Relevant articles and documents

Process for preparing indoline-2-carboxylic acids via alpha-hydroxy-2-nitrobenzenepropanoic acid

Disclosed herein is a process for obtaining indoline-2-carboxylic acid (or derivatives thereof) comprising the following steps: (a) reducing α-oxo-2-nitrobenzenepropanoic acid to α-hydroxy-2-nitrobenzenepropanoic acid, (b) replacing the hydroxyl group of the latter with a chlorine atom utilizing a selected Vilsmeier chlorinating reagent at temperatures of at least 20° C., (c) reducing the nitro group of the resulting α-chloro-2-nitrobenzenepropanoic acid to obtain α-chloro-2-aminobenzenepropanoic acid, and (d) cyclizing the latter in aqueous base to form the desired indoline-2-carboxylic acid. Alternately, steps (c) and (d) may be combined in a one pot step by using, for example, a Raney nickel-hydrazine reducing medium.