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

HRID 1953840Notes

Reaction equation

HRID 1953840 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

4

Reactant 3

HCID 6344Dichloromethane2×HCID 6561IsobutyraldehydeHCID 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%).

Workup

  1. customthe reaction temperature <25° C
  2. washwashed with a solution of sodium acetate (50 mL, 20%)
  3. dry with materialdried (magnesium sulfate)
  4. concentrationconcentrated under low vacuum

Sources & evidence

ORD record
ord-426534159aa7431ab89e0599c0c0e309
Source dataset
uspto-grants-2000_09
Patent number
US06117885

Reaction notes

Loading…