Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 985677Generated: October 29, 2026

Hydrochloric Acid → (2S)-2-(2,3,4-Trifluoroanilino)propanol

https://huagongshe.com/reaction/985677

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium BicarbonateHCID 516892—
ReactantSodium borohydrideHCID 4311764—
ReactantMethyl (2S)-2-(2,3,4-trifluoroanilino)propionateHCID 10125210—
SolventMethanolHCID 887—
SolventIsopropanolHCID 3776—
Product(2S)-2-(2,3,4-Trifluoroanilino)propanolHCID 1140146684.1%

Reaction Conditions

Temperature50 °C

Reaction Steps

Under ice-cooling, sodium borohydride (1.2 g) was dissolved in IPA (50 ml). After adding methanol (5 ml), a solution of the compound (5.0 g) obtained in Example 1 in IPA was dropped thereinto. Then the liquid reaction mixture was heated to 50° C. and stirred for 1 hour. Next, hydrochloric acid (1 mol/l) was added and the mixture was stirred for a while. Then a saturated aqueous solution of sodium hydrogencarbonate was added and the mixture was extracted with ethyl acetate. The extract was washed with water, dried over anhydrous magnesium sulfate and filtered. After evaporating the solvent, the obtained residue was subjected to silica gel column chromatography to give 3.7 g (84%) of the title compound as an oily substance.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06872823B1
Source datasetuspto-grants-2005_03
ORD IDord-8f565fbd73384977bf80115cb968873c
Source noteuspto-grants-2005_03