m-Chloroperbenzoic acid → HCID 13556882, compound

HRID 464933Notes

Reaction equation

HRID 464933 reaction equation
[Cl:1][C:2]1[CH:18]=[CH:17][C:5]2[CH2:6][CH2:7][CH2:8][N:9]=[C:10]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)[C:4]=2[CH:3]=1.ClC1C=CC=C(C(OO)=[O:27])C=1>C(Cl)Cl>[Cl:1][C:2]1[CH:18]=[CH:17][C:5]2[CH2:6][CH2:7][CH2:8][N+:9]([O-:27])=[C:10]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)[C:4]=2[CH:3]=1

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 13556877HCID 13556877, compound

Product 1

HCID 13556882HCID 13556882, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 1.4 g (5.5 mmole) of 8-chloro-4,5-dihydro-1-phenyl-3H-2-benzazepine and 1.4 g (7 mmole) of 85% m-chloroperbenzoic acid in 50 ml of methylene chloride was stirred at room temperature for 18 hr. The reaction mixture was washed with dilute aqueous sodium hydroxide and the organic layer was separated, dried over anhydrous sodium sulfate and concentrated in vacuo to dryness. The residue was crystallized from ether to give a colorless solid, mp 120°-125° C. Recrystallization from ether gave colorless prisms, mp 142°-143° C.

Workup

  1. washThe reaction mixture was washed with dilute aqueous sodium hydroxide
  2. customthe organic layer was separated
  3. dry with materialdried over anhydrous sodium sulfate
  4. concentrationconcentrated in vacuo to dryness
  5. customThe residue was crystallized from ether
  6. customto give a colorless solid, mp 120°-125° C
  7. customRecrystallization from ether
  8. customgave colorless prisms, mp 142°-143° C.

Sources & evidence

ORD record
ord-efcbf72b03ee4097a133232b760638b1
Source dataset
uspto-grants-1985_10
Patent number
US04549988

Reaction notes

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