m-Chloroperbenzoic acid → HCID 23081097, compound

HRID 856137Notes

Reaction equation

HRID 856137 reaction equation
ClC1C=CC=C(C(OO)=[O:9])C=1.[CH3:12][O:13][CH2:14][O:15][CH2:16][C:17]([CH2:19][CH3:20])=[CH2:18]>C(Cl)Cl>[CH2:19]([C:17]1([CH2:16][O:15][CH2:14][O:13][CH3:12])[CH2:18][O:9]1)[CH3:20]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 23081101HCID 23081101, compound

Product 1

HCID 23081097HCID 23081097, compoundYield 100.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

m-Chloroperbenzoic acid (143.7 g, 833 mmol) was gradually added to a solution of 2-methoxymethoxymethyl-1-butene (98 g, 757 mmol) prepared in Reference Example 206 in methylene chloride (8800 ml) while cooling in an ice-bath, and the mixture was stirred at room temperature overnight. The reaction mixture was washed with water, 10% sodium sulfide aqueous solution and sodium hydrogencarbonate aqueous solution, dried over sodium sulfate. After filtration, the filtrate was concentrated under reduced pressure to afford 2-ethyl-2-methoxymethoxymethyloxirane (111 g, quantitative) as a colorless oil.

Workup

  1. temperaturewhile cooling in an ice-bath
  2. washThe reaction mixture was washed with water, 10% sodium sulfide aqueous solution and sodium hydrogencarbonate aqueous solution
  3. dry with materialdried over sodium sulfate
  4. filtrationAfter filtration
  5. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-1b0db10a76d04729b99fb98b9fbffecc
Source dataset
uspto-grants-2007_08
Patent number
US07262212B2

Reaction notes

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