Benzoyl chloride → Benzyl 6-benzoyloxyhexanoate

HRID 21916Notes

Reaction equation

HRID 21916 reaction equation
[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][C:7]([O:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:8].[C:17](Cl)(=[O:24])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>C(Cl)Cl>[C:17]([O:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][C:7]([O:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:8])(=[O:24])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Participants

4

Reactant 2

HCID 7412Benzoyl chlorideHCID 15224618Benzyl 6-hydroxyhexanoate

Product 1

HCID 15222233Benzyl 6-benzoyloxyhexanoate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of benzyl 6-hydroxyhexanoate (b) (27.37 g) in methylene chloride were added 4-dimethyl amino pyridine (19.5 g) and benzoyl chloride (19.53 g), and the resultant mixture was stirred for 2 hours. The reaction mixture was treated in the conventional manner and was distilled under reduced pressure (1 mmHg, 190°-215° C.) to give the title compound (c).

Workup

  1. additionThe reaction mixture was treated in the conventional manner
  2. distillationwas distilled under reduced pressure (1 mmHg, 190°-215° C.)

Sources & evidence

ORD record
ord-a1d2084bffeb45508886a52c9724e0f0
Source dataset
uspto-grants-1995_06
Patent number
US05426115

Reaction notes

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