Hydrochloric Acid → 6-(4'-Chloro-phenyl)-6-oxo-4-chloro-3,3-dimethyl-hexanoic acid ethyl ester

HRID 2295480Notes

Reaction equation

HRID 2295480 reaction equation
[CH3:1][C:2]1([CH3:18])[CH:7]([CH2:8][C:9]([C:11]2[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][CH:12]=2)=[O:10])[O:6][C:4](=[O:5])[CH2:3]1.[ClH:19].[CH2:20](O)[CH3:21]>>[CH2:20]([O:6][C:4](=[O:5])[CH2:3][C:2]([CH3:18])([CH3:1])[CH:7]([Cl:19])[CH2:8][C:9]([C:11]1[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][CH:12]=1)=[O:10])[CH3:21]

Participants

4

Reactant 3

HCID 313Hydrochloric Acid2×HCID 702EthanolHCID 204745093,3-Dimethyl-4-(4'-chloro-phenacyl)-gamma-butyrolactone

Product 1

HCID 540569496-(4'-Chloro-phenyl)-6-oxo-4-chloro-3,3-dimethyl-hexanoic acid ethyl ester

Procedure

80.1 g of 3,3-dimethyl-4-(4'-chloro-phenacyl)-γ-butyrolactone were dissolved in 500 ml of ethanol, and dry hydrogen chloride was passed in until the temperature had reached 50° C. A slow stream of hydrogen chloride was then passed through the solution at 50° C., initially with cooling, for 3 hours, and the introduction was then continued until the mixture had reached room temperature again. Distilling off the ethanol in vacuo gave 100 g of 6-(4'-chloro-phenyl)-6-oxo-4-chloro-3,3-dimethyl-hexanoic acid ethyl ester of refractive index nD20 =1.528.

Workup

  1. customhad reached 50° C
  2. customwas then passed through the solution at 50° C.
  3. temperatureinitially with cooling, for 3 hours
  4. customhad reached room temperature
  5. distillationDistilling off the ethanol in vacuo

Sources & evidence

ORD record
ord-6794758d65f645909c9dd725fe8bd212
Source dataset
uspto-grants-1984_01
Patent number
US04425282

Reaction notes

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