Oxalyl chloride → 2-Chloro-2-oxoethyl hexanoate

HRID 1535006Notes

Reaction equation

HRID 1535006 reaction equation
[C:1]([CH2:8][C:9]([OH:11])=[O:10])(=O)[CH2:2][CH2:3][CH2:4]CC.[C:12](Cl)(=O)[C:13]([Cl:15])=[O:14]>>[C:9]([O:11][CH2:12][C:13]([Cl:15])=[O:14])(=[O:10])[CH2:8][CH2:1][CH2:2][CH2:3][CH3:4]

Participants

3

Reactant 2

HCID 65578Oxalyl chlorideHCID 1288593-Ketooctanoic acid

Product 1

HCID 147665592-Chloro-2-oxoethyl hexanoate

Conditions

Temperature
55 °C

Procedure

8.7 gm (0.05 mole) of hexanoylacetic acid and 12.7 gm (0.10 mole) of oxalyl chloride were mixed together at room temperature. The reaction was heated gradually over one hour at 50-60° C. for about two hours. Excess oxalyl chloride was removed under reduced pressure to yield an oil that exhibits no --OH stretch by IR. Weight was 9.6 gm.

Workup

  1. customExcess oxalyl chloride was removed under reduced pressure
  2. customto yield an oil that

Sources & evidence

ORD record
ord-66c59644c1aa45b0a34ad3780e11adf1
Source dataset
uspto-grants-1992_02
Patent number
US05091560

Reaction notes

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