3-Methyl-2-butanone → Tert.butyl 2-chloro-2,3-epoxy-3-isopropyl-butanoate

HRID 972709Notes

Reaction equation

HRID 972709 reaction equation
[CH:1]([C:4]([CH3:6])=[O:5])([CH3:3])[CH3:2].Cl[CH:8]([Cl:16])[C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10]>O1CCCC1>[Cl:16][C:8]1([O:5][C:4]1([CH:1]([CH3:3])[CH3:2])[CH3:6])[C:9]([O:11][C:12]([CH3:13])([CH3:14])[CH3:15])=[O:10]

Participants

4

Reactant 2

HCID 112513-Methyl-2-butanoneHCID 30164831,1-Dimethylethyl dichloroacetate

Product 1

HCID 21443884Tert.butyl 2-chloro-2,3-epoxy-3-isopropyl-butanoateYield 98.2%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 122 g of potassium tert.-butylate in 720 ml of tetrahydrofuran was added at -20° C. with stirring under an inert atmosphere to a mixture of 95 g of methyl isopropyl ketone and 185 g of tert.butyl dichloroacetate and after returning the temperature to room temperature, the mixture was stirred for 2 hours. The mixture was poured into ice water and the mixture was stirred and the organic phase was separated. The organic phase was washed with aqueous sodium chloride solution, dried over magnesium sulfate, passed through vegetable charcoal and concentrated to dryness to obtain 230.4 g of tert.butyl 2-chloro-2,3-epoxy-3-isopropyl-butanoate.

Workup

  1. customto room temperature
  2. stirringthe mixture was stirred
  3. customthe organic phase was separated
  4. washThe organic phase was washed with aqueous sodium chloride solution
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-d9affb2b65f3455eaf12a6d03e58495f
Source dataset
uspto-grants-1977_10
Patent number
US04053597

Reaction notes

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