Hydrochloric Acid → (S)-1-Acetylindoline-2-carboxylic acid

Participants

Reaction Conditions

Reaction Steps

1.835 kg dried (S)-N-acetyl-indoline-2-carboxylic acid-(1R,2R)-1-(4-nitrophenyl)-2-amino-1,3-propanediol salt was dosed in portions to 2.64 1 2N HCl aq (1.13 eq HCl) with heating to 60° C., followed by 30 minutes' stirring at 60-70° C. After cooling to 20° C., filtration on an FIBA, washing with 2×0.7 1 water and drying, 871 g white (S)-N-acetyl-indoline-2-carboxylic acid was obtained, corresponding to a yield of 96.5%. Enantiomeric excess=99.9% (chiral HPLC).

Provenance & Evidence