m-Chloroperbenzoic acid → HCID 19883449, compound

HRID 345518Notes

Reaction equation

HRID 345518 reaction equation
[CH:1]1([C:4]([C:10]2[CH:15]=[CH:14][C:13]([F:16])=[CH:12][CH:11]=2)([O:8][CH3:9])[CH2:5][CH:6]=[CH2:7])[CH2:3][CH2:2]1.ClC1C=C(C(OO)=[O:25])C=CC=1>ClCCl>[CH:1]1([C:4]([C:10]2[CH:15]=[CH:14][C:13]([F:16])=[CH:12][CH:11]=2)([O:8][CH3:9])[CH2:5][CH:6]2[CH2:7][O:25]2)[CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 15096968HCID 15096968, compound

Product 1

HCID 19883449HCID 19883449, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a stirred mixture of 100.6 parts of 1-(1-cyclopropyl-1-methoxy-3-butenyl)-4-fluorobenzene and 238 parts of dichloromethane was added a solution of 101.5 parts of 3-chlorobenzeneperoxoic acid in 952 parts of dichloromethane (exothermic reaction after 30 minutes). The whole was stirred overnight at room temperature. The precipitate was filtered off and the filtrate was washed successively with a saturate sodium carbonate solution, a saturate sodium sulfite solution, a 5% sodium hydroxide solution and water. The organic phase was dried, filtered and evaporated, yielding 106 parts of [2-cyclopropyl-2-(4-fluorophenyl)-2-methoxyethyl]oxirane as a residue (intermediate 7).

Workup

  1. filtrationThe precipitate was filtered off
  2. washthe filtrate was washed successively with a saturate sodium carbonate solution
  3. customThe organic phase was dried
  4. filtrationfiltered
  5. customevaporated

Sources & evidence

ORD record
ord-899f6045d5f7474ca7fddd8e2fbc4701
Source dataset
uspto-grants-1991_10
Patent number
US05057525

Reaction notes

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