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

HRID 1492487Notes

Reaction equation

HRID 1492487 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].[CH2:13](Cl)Cl>>[CH3:10][C:9]([CH3:13])([CH3:11])[C:8]([O:4][CH:3]([Cl:5])[CH:2]([CH3:7])[CH3:1])=[O:12]

Participants

4

Procedure

To freshly fused zinc chloride (27.3 mg) and trimethylacetylchloride (5.11 ml, 41.5 mmol) in methylene chloride(10 ml) at 10° C. was added isobutyraldehyde (freshly distilled) (3.77 ml, 41.5 mmol) dropwise, maintaining the temperature at <25° C. Once the addition was complete, the reaction was stirred for one hour at room temperature. The reaction mixture was then washed with 20% NaOAc, dried over anhydrous magnesium sulfate, filtered and concentrated in vacuo to give the title A compound (3.25 g) as a clear liquid.

Workup

  1. distillationfreshly distilled) (3.77 ml, 41.5 mmol) dropwise
  2. temperaturemaintaining the temperature at <25° C
  3. additionOnce the addition
  4. washThe reaction mixture was then washed with 20% NaOAc
  5. dry with materialdried over anhydrous magnesium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-1ba397f515244fa79781508aae6583cf
Source dataset
uspto-grants-1994_12
Patent number
US05374615

Reaction notes

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