Benzyl Alcohol → Benzyl Alcohol

HRID 618968Notes

Reaction equation

HRID 618968 reaction equation
[OH:1][C@@H:2]([CH3:8])[CH2:3][C:4]([O:6][CH3:7])=[O:5].[CH2:9]([OH:16])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>CC(C)[O-].CC(C)[O-].CC(C)[O-].CC(C)[O-].[Ti+4]>[OH:1][C@@H:2]([CH3:8])[CH2:3][C:4]([O:6][CH2:7][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)=[O:5].[CH2:9]([OH:16])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Participants

5

Reactant 2

HCID 244Benzyl AlcoholHCID 6950307Methyl 3-hydroxybutyrate, (S)-

Product 2

HCID 244Benzyl AlcoholHCID 10867200benzyl (S)-3-hydroxybutanoate

Reagents, catalysts & solvents 1

HCID 11026Titanium isopropoxideCatalyst

Procedure

A chemical reference for desired product was prepared as follows. Methyl (S)-(+)-3-hydroxybutyrate (Aldrich) was dissolved in benzyl alcohol and treated with a catalytic amount of titanium tetraisopropoxide. The mixture was aged at 60° C. for 24 hours. Partial concentration on a rotary evaporator and filtration afforded benzyl (S)-(+)-3-hydroxybutyrate and residual benzyl alcohol.

Workup

  1. concentrationPartial concentration
  2. customon a rotary evaporator and filtration

Sources & evidence

ORD record
ord-ca4d322bad8b446db9443d63fa55a6f8
Source dataset
uspto-grants-1999_09
Patent number
US05958743

Reaction notes

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