m-Chloroperbenzoic acid → HCID 13556886, compound

HRID 464935Notes

Reaction equation

HRID 464935 reaction equation
[Cl:1][C:2]1[CH:19]=[CH:18][C:5]2[C:6]([Br:17])=[CH: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:28])C=1>C(Cl)Cl>[Cl:1][C:2]1[CH:19]=[CH:18][C:5]2[C:6]([Br:17])=[CH:7][CH2:8][N+:9]([O-:28])=[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 132717555-Bromo-8-chloro-1-phenyl-3H-2-benzazepine

Product 1

HCID 13556886HCID 13556886, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 6.9 g (20.7 mmole) of 8-chloro-5-bromo-1-phenyl-3H-2-benzazepine and 6 g (29 mmole) of 85% m-chloroperbenzoic acid in 100 ml of methylene chloride was stirred at room temperature for 1 hr. The mixture was washed with cold dilute sodium hydroxide, dried over anhydrous sodium sulfate and concentrated at reduced pressure to dryness. The residue was crystallized from ether to give a white solid, mp 184°-185° C. Recrystallization from ether gave colorless prisms, mp 185°-186° C. dec.

Workup

  1. washThe mixture was washed with cold dilute sodium hydroxide
  2. dry with materialdried over anhydrous sodium sulfate
  3. concentrationconcentrated at reduced pressure to dryness
  4. customThe residue was crystallized from ether
  5. customto give a white solid, mp 184°-185° C
  6. customRecrystallization from ether
  7. customgave colorless prisms, mp 185°-186° C. dec.

Sources & evidence

ORD record
ord-49d87af9126c4c2f93bf36b8c56953a0
Source dataset
uspto-grants-1985_10
Patent number
US04549988

Reaction notes

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