alpha-Hydroxyacetophenone → 1-Phenyl-1,2-ethanediol

HRID 1818649Notes

Reaction equation

HRID 1818649 reaction equation
[OH:1][CH2:2][C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:4].[H][H]>>[C:5]1([CH:3]([OH:4])[CH2:2][OH:1])[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1

Participants

3

Reactant 2

HCID 68490alpha-HydroxyacetophenoneHCID 178418361HCID 178418361, compound

Product 1

HCID 71491-Phenyl-1,2-ethanediolYield 98%

Procedure

The reaction of α-hydroxyacetophenone was performed by the same method as in Example 3 except that the reaction was performed at a hydrogen pressure of 10 atm. As a result, optically active 1-phenyl-1,2-ethanediol with 97% ee was produced in a yield of 98%. The R and S isomers were not identified.

Sources & evidence

ORD record
ord-15d9a5c2c69b48e89e02334292139a8f
Source dataset
uspto-grants-2009_10
Patent number
US07601667B2

Reaction notes

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