Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1773167Generated: October 30, 2026

Acetophenone → 1-Phenylethanol, (R)-

https://huagongshe.com/reaction/1773167

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetophenoneHCID 7410—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
SolventTolueneHCID 1140—
Product1-Phenylethanol, (R)-HCID 637516—

Reaction Conditions

Temperature30 °C

Reaction Steps

To a 100 mL autoclave with a stirrer bar, acetophenone (1.2 g, 10 mmol) and {Ru[(S)-daipena][(S)-xylbinap]}PF6 obtained from Example 2 above (12.9 mg, 0.01 mmol, 1/1000 molar fold of acetophenone) were added. After purging with a nitrogen gas, toluene (5 mL) and 1,8-diazabicyclo[5,4,0]undeca-7-ene (15.2 mg, 0.1 mmol) were added thereto. Subsequently, purging with a hydrogen gas, the mixture was stirred at 30° C. for 3 hours under hydrogen pressure 1 MPa. As a result of analysis of the reaction mixture by gas chromatography (Chirasil-DEX CB), it was found that the conversion rate is 99.6% and optical purity is 99.6% ee.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09255049B2
Source datasetuspto-grants-2016_02
ORD IDord-f292bd9033b746e08fc40c46faf0b641
Source noteuspto-grants-2016_02