Benzaldehyde → 1-Phenyl-1-propanol

HRID 1517988Notes

Reaction equation

HRID 1517988 reaction equation
C([Zn][CH2:4][CH3:5])C.[CH:6](=[O:13])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1>>[C:7]1([CH:6]([OH:13])[CH2:4][CH3:5])[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

Participants

3

Reactant 2

HCID 240BenzaldehydeHCID 178418750HCID 178418750, compound

Product 1

HCID 71471-Phenyl-1-propanolYield 46%

Procedure

In an embodiment, the present disclosure relates to the use of the chiral ligands in asymmetric synthetic applications. Ligand 7a, derived from the more polar diastereomer 5a, was used as a chiral catalyst in the reaction between diethylzinc and benzaldehyde. The reaction provided 1-phenylpropan-1-ol in 46% yield and 60% ee (Scheme 8).

Sources & evidence

ORD record
ord-b4f6d555a6c34de09289752643be4c0b
Source dataset
uspto-grants-2012_07
Patent number
US08232399B2

Reaction notes

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