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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 553710Generated: October 31, 2026

Acetophenone → 1-Phenylethanol, (R)-

https://huagongshe.com/reaction/553710

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetophenoneHCID 7410—
Reactant(3aS)-1-methyl-3,3-diphenyl-hexahydropyrrolo(1,2-c)(1,3,2)oxazaboroleHCID 2734713—
Reactant(Dimethyl sulfide)trihydroboronHCID 12423031—
SolventTetrahydrofuranHCID 8028—
Product1-Phenylethanol, (R)-HCID 637516—

Reaction Conditions

Temperature0 °C

Reaction Steps

To acetophenone (19.47 mL, 166.6 mmol) in THF (100 mL) was added (S)-(−)-2-methyl-CBS-oxazaborolidine (4.62 g, 16.6 mmol), and the reaction was cooled to 0° C. Borane methyl sulfide complex (2M in THF; 50 mL, 100 mmol) was added over 15 minutes, and the reaction was stirred at room temperature. Aqueous work-up gave the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08048902B2
Source datasetuspto-grants-2011_11
ORD IDord-5a63f3300c824a078546772c12d1101d
Source noteuspto-grants-2011_11