Benzyl 6-benzoyloxyhexanoate → 6-(Benzoyloxy)hexanoic acid

HRID 21917Notes

Reaction equation

HRID 21917 reaction equation
[C:1]([O:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][C:15]([O:17]CC1C=CC=CC=1)=[O:16])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>C(OCC)(=O)C.[Pd]>[C:1]([O:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][C:15]([OH:17])=[O:16])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 1

HCID 15222233Benzyl 6-benzoyloxyhexanoate

Product 1

HCID 152222346-(Benzoyloxy)hexanoic acid

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of benzyl 6-benzoyloxy-hexanoate (c) (38.09 g) in ethyl acetate was added 5% Pd/C (3 g) and the resultant mixture was stirred under a hydrogen atmosphere for 24 hours. The crude product obtained by treating in the conventional manner was distilled under reduced pressure (1 mmHg, 182°-192° C.) to give the title compound (d).

Workup

  1. customThe crude product obtained
  2. additionby treating in the conventional manner
  3. distillationwas distilled under reduced pressure (1 mmHg, 182°-192° C.)

Sources & evidence

ORD record
ord-d1fc49c444254e8da3170575041e8cc4
Source dataset
uspto-grants-1995_06
Patent number
US05426115

Reaction notes

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