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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1173771Generated: October 25, 2026

Formic Acid → ethyl (3R)-2-chloro-3-hydroxy-4-phenylbutyrate

https://huagongshe.com/reaction/1173771

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormic AcidHCID 284—
ReactantP-CymeneHCID 7463—
ReactantTriethylamineHCID 8471—
ReactantEthyl 2-chloro-3-oxo-4-phenylbutyrateHCID 11601176—
SolventWaterHCID 962—
SolventChlorobenzeneHCID 7964—
SolventEthyl AcetateHCID 8857—
Productethyl (3R)-2-chloro-3-hydroxy-4-phenylbutyrateHCID 59203390107.1%

Reaction Conditions

Temperature40 °C

Reaction Steps

Ethyl 2-chloro-3-oxo-4-phenylbutyrate (180 mg, 0.7 mmol) and RuCl[(S,S)-TsDPEN])p-cymene) complex (10 mg, 2 mol %) were mixed, and the mixture was dissolved in chlorobenzene (1 ml). A chlorobenzene solution (1 ml) of triethylamine (374 mg, 5 equivalents) was added, and then a chlorobenzene solution (1 ml) of formic acid (102 mg, 3 equivalents) was gradually added dropwise. After the mixture was stirred at 40° C. for 3 hours, water (4 ml) was added. Ethyl acetate (10 ml) was added for extraction, and the organic layer was concentrated under reduced pressure to obtain the title compound as a brown oil (182 mg, yield: 100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07834190B2
Source datasetuspto-grants-2010_11
ORD IDord-0fb06840647044cc93f881a40e5455f8
Source noteuspto-grants-2010_11