Benzoyl chloride → HCID 9834203, compound

HRID 1072971Notes

Reaction equation

HRID 1072971 reaction equation
[CH2:1]([OH:6])[CH2:2][CH2:3][CH2:4][OH:5].[C:7](Cl)(=[O:14])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1>N1C=CC=CC=1>[C:7]([O:5][CH2:4][CH2:3][CH2:2][CH2:1][OH:6])(=[O:14])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

4

Conditions

Temperature
0 °C

Procedure

To a solution of 1,4-butanediol (18 ml, 0.2 mmol) in pyridine (16 ml), was added slowly at 0° C., under a nitrogen atmosphere, benzoyl chloride (1 ml), 0.1 mmol). After 4 h under stirring at 0° C., the reaction medium was concentrated and the pyridine was eliminated by co-distillation with toluene. The residue was extracted with ether (3×20 ml) and the organic phase was dried (magnesium sulfate), concentrated, and subjected to a flash column chromatography on silica gel (petroleum ether/ethyl acetate 3:2) to give the 4-hydroxybutyl benzoate (9.9 g, 55%) in the form of a colorless oil.

Workup

  1. concentrationthe reaction medium was concentrated
  2. extractionThe residue was extracted with ether (3×20 ml)
  3. dry with materialthe organic phase was dried (magnesium sulfate)
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-cf1a1dad707b4d1b8bd62a72a9afd889
Source dataset
uspto-grants-2005_06
Patent number
US06911450B1

Reaction notes

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