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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2186487Generated: October 30, 2026

Ethanol → ethyl(S)-4-benzyloxy-3-hydroxybutyrate

https://huagongshe.com/reaction/2186487

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantEthyl 4-(benzyloxy)-3-oxobutanoateHCID 9813448—
SolventTriethylamineHCID 8471—
Productethyl(S)-4-benzyloxy-3-hydroxybutyrateHCID 803042989.2%

Reaction Steps

In a 100 ml autoclave were charged 20.0 g (84.7 mmol) of ethyl 4-benzyloxy-3-oxobutyrate, 16 ml of ethanol, and 31 mg (0.034 mmol) of Ru2Cl4((R)-Tol-BINAP)2.NEt3, and asymmetric hydrogenation was performed at 100° C. under a hydrogen pressure of 10 torr for 3 hours (conversion: 100%). The solvent was evaporated under reduced pressure to give 18.0 g of the title compound as liquid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06403804B1
Source datasetuspto-grants-2002_06
ORD IDord-ca77b06782de47f4b75b0f22a750a77f
Source noteuspto-grants-2002_06