Hydrochloric Acid → 4-Chloro-3,3-dimethyl-5-oxo-pentanoic acid

HRID 1248996Notes

Reaction equation

HRID 1248996 reaction equation
Cl[CH:2](Cl)[CH2:3][C:4]([CH3:10])([CH3:9])[CH2:5][C:6]([OH:8])=[O:7].[OH-:12].[Na+].[ClH:14]>O>[Cl:14][CH:3]([CH:2]=[O:12])[C:4]([CH3:10])([CH3:9])[CH2:5][C:6]([OH:8])=[O:7]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 202259095,5-Dichloro-3,3-dimethylpentanoic acid

Product 1

HCID 201970914-Chloro-3,3-dimethyl-5-oxo-pentanoic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

30 g of 5,5-dichloro-3,3-dimethylpentanoic acid and 18 g of NaOH, dissolved in 20 ml of water, are metered simultaneously into 60 ml of water while the pH is monitored, the metering being carried out at a rate such that the pH is 9-10 during the reaction. As soon as the pH value remains constant, the reaction is complete. The reaction mixture is brought to pH 3 with hydrochloric acid, and is extracted with dichloromethane. 20.9 g of 4-chloro-3,3-dimethyl-5-oxo-pentanoic acid of boiling point 110°-115° C./0.09 are obtained.

Workup

  1. customthe metering being carried out at a rate such that the pH is 9-10 during the reaction
  2. extractionis extracted with dichloromethane

Sources & evidence

ORD record
ord-e3c64f8b0dc34159b1d66c7bbb97341f
Source dataset
uspto-grants-1986_12
Patent number
US04628118

Reaction notes

Loading…