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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 635567Generated: October 27, 2026

Benzhydrol → 2-Chloro-1-phenylethanol, (+)-

https://huagongshe.com/reaction/635567

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzhydrolHCID 7037—
ReactantHexaneHCID 8058—
Reactant2-ChloroacetophenoneHCID 10757—
ReactantBinolHCID 11762—
ReactantTriisobutylaluminumHCID 16682931—
SolventTolueneHCID 1140—
Product2-Chloro-1-phenylethanol, (+)-HCID 643323—

Reaction Steps

To 0.5 ml (0.5 mmol) of hexane solution of triisobutylaluminum (1.0 M) was added a slurry solution of 143 mg (0.5 mmol) of (R)-1,1′-bi-2-naphthol in 10 ml of toluene at room temperature, and the mixture was stirred at room temperature for 30 minutes. Thereto 1.84 g (20 mmol) of benzhydrol was added and the mixture was stirred further at room temperature for 30 minutes. Thereto 1.55 g (10 mmol) of phenacyl chloride was added and the mixture was stirred further at room temperature for 2 hours. The after-treatment and the analysis of the product were then carried out in the same manner as described in Example 2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06187966B1
Source datasetuspto-grants-2001_02
ORD IDord-50eb9afafc71428b9b8c1823f7311769
Source noteuspto-grants-2001_02