Dichloromethane → 1-Chloro-2-methylpropyl 2,2-dimethylpropanoate

Reaction equation

[CH3:1][C:2]([CH3:7])(C)[C:3]([Cl:5])=[O:4].[CH:8](=[O:12])[CH:9]([CH3:11])[CH3:10].Cl[CH2:14]Cl>>[CH3:10][C:9]([CH3:14])([CH3:11])[C:8]([O:4][CH:3]([Cl:5])[CH:2]([CH3:7])[CH3:1])=[O:12]

Participants

Reactant 3

HCID 6344Dichloromethane2×

HCID 6561Isobutyraldehyde

HCID 62493Pivaloyl chloride

Product 1

HCID 537383751-Chloro-2-methylpropyl 2,2-dimethylpropanoate

Procedure

To freshly fused zinc chloride (70 mg) and trimethylacetylchloride (12.3 mL, 100 mmol) cooled in an ice bath in dichloromethane (25 mL) was added isobutyraldehyde (9.08 mL, 100 mmol), keeping the reaction temperature <25° C. The solution was allowed to warm to room temperature and stirred one hour, washed with a solution of sodium acetate (50 mL, 20%), dried (magnesium sulfate), and concentrated under low vacuum to remove dichloromethane (yield 16.18 g, 84 mmol, 84%).