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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 8456Generated: October 26, 2026

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

https://huagongshe.com/reaction/8456

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 therein to. 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 numberUS07087778B2
Source datasetuspto-grants-2006_08
ORD IDord-5d5a9bdc3c81411cb148de996528a9c6
Source noteuspto-grants-2006_08