Hydrochloric Acid → ethyl (R)-3-(4-amino-3-chloro-5-trifluoromethyl-phenyl)-2-hydroxy-propionate

HRID 2116681Notes

Reaction equation

[NH2:1][C:2]1[C:7]([C:8]([F:11])([F:10])[F:9])=[CH:6][C:5]([CH2:12][C@@H:13]([OH:17])[C:14]([OH:16])=[O:15])=[CH:4][C:3]=1[Cl:18].Cl.[CH2:20](O)[CH3:21]>>[NH2:1][C:2]1[C:7]([C:8]([F:9])([F:10])[F:11])=[CH:6][C:5]([CH2:12][C@@H:13]([OH:17])[C:14]([O:16][CH2:20][CH3:21])=[O:15])=[CH:4][C:3]=1[Cl:18]

Participants

Reactant 3

HCID 313Hydrochloric Acid

HCID 702Ethanol

HCID 66941893(R)-3-(4-amino-3-chloro-5-trifluoromethyl-phenyl)-2-hydroxy-propionic acid

Product 1

HCID 66941933ethyl (R)-3-(4-amino-3-chloro-5-trifluoromethyl-phenyl)-2-hydroxy-propionate

Procedure

A mixture of 14.3 g (50.0 mmol) (R)-3-(4-amino-3-chloro-5-trifluoromethyl-phenyl)-2-hydroxy-propionic acid and 100 ml of ethanol was combined with 100 ml of an approx. 12-molar ethanolic hydrochloric acid solution and stirred overnight. The reaction mixture was evaporated down under reduced pressure.

Workup

customThe reaction mixture was evaporated down under reduced pressure

Sources & evidence

ORD record: ord-98e3d4ac759b4b3fa3e7ffc7c82b25cf
Source dataset: uspto-grants-2008_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07439237B2

Reaction notes

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