m-Chloroperbenzoic acid → HCID 23081614, compound

HRID 856136Notes

Reaction equation

HRID 856136 reaction equation
ClC1C=CC=C(C(OO)=[O:9])C=1.[CH3:12][O:13][CH2:14][O:15][CH2:16][C:17]([CH:19]([CH3:21])[CH3:20])=[CH2:18]>C(Cl)Cl>[CH:19]([C:17]1([CH2:16][O:15][CH2:14][O:13][CH3:12])[CH2:18][O:9]1)([CH3:21])[CH3:20]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 23081419HCID 23081419, compound

Product 1

HCID 23081614HCID 23081614, compoundYield 99.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

m-Chloroperbenzoic acid (213 g, 861 mmol) was gradually added to a solution of 2-methoxymethoxymethyl-3-methyl-l-butene (89 g, 615 mmol) in methylene chloride (800 ml) while cooling in an ice-bath, and the mixture was stirred at room temperature for 18 hours. The reaction mixture was washed with 10% potassium sulfide aqueous solution and sodium hydrogencarbonate aqueous solution, dried over sodium sulfate, and then concentrated under reduced pressure to afford 2-isopropyl-2-methoxymethoxymethyloxirane (98 g, quantitative) as a colorless oil.

Workup

  1. temperaturewhile cooling in an ice-bath
  2. washThe reaction mixture was washed with 10% potassium sulfide aqueous solution and sodium hydrogencarbonate aqueous solution
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-dbe717c1395c4e99809a17c997302693
Source dataset
uspto-grants-2007_08
Patent number
US07262212B2

Reaction notes

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