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

HRID 1492487
Notes
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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]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 3

HCID 6344DichloromethaneHCID 6561IsobutyraldehydeHCID 62493Pivaloyl chloride

Product 1

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

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. distillation
On this pageParticipantsProcedureWorkupSources & evidenceReaction notes
freshly distilled) (3.77 ml, 41.5 mmol) dropwise
  • temperaturemaintaining the temperature at <25° C
  • additionOnce the addition
  • washThe reaction mixture was then washed with 20% NaOAc
  • dry with materialdried over anhydrous magnesium sulfate
  • filtrationfiltered
  • concentrationconcentrated in vacuo
  • Sources & evidence

    ORD record
    ord-1ba397f515244fa79781508aae6583cf
    Source dataset
    uspto-grants-1994_12
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US05374615

    Reaction notes

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