Trifluoroacetic anhydride → 2-Bromo-6H-dibenz[b,e]oxepin-11-one

HRID 894166Notes

Reaction equation

HRID 894166 reaction equation
[Br:1][C:2]1[CH:18]=[CH:17][C:5]([O:6][CH2:7][C:8]2[CH:16]=[CH:15][CH:14]=[CH:13][C:9]=2[C:10]([OH:12])=O)=[CH:4][CH:3]=1.FC(F)(F)C(OC(=O)C(F)(F)F)=O>>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[O:6][CH2:7][C:8]3[CH:16]=[CH:15][CH:14]=[CH:13][C:9]=3[C:10](=[O:12])[C:17]=2[CH:18]=1

Participants

3

Reactant 2

HCID 9845Trifluoroacetic anhydrideHCID 107098362-(4-Bromophenoxymethyl)benzoic acid

Product 1

HCID 129291312-Bromo-6H-dibenz[b,e]oxepin-11-one

Procedure

Reflux 120 gm. of o-(p-bromophenoxymethyl)benzoic acid in 500 cc. of trifluoroacetic anhydride containing 0.5 cc. of boron trifluoride-ether complex for 31/2 hours. Cool, separate the solids by filtration, and wash with ether in order to obtain the title product (m.p. 136°-139° C.).

Workup

  1. temperatureReflux 120 gm
  2. custom2 hours
  3. temperatureCool
  4. customseparate the solids
  5. filtrationby filtration
  6. washwash with ether in order

Sources & evidence

ORD record
ord-8f99849fe0cf4d9cbff1d35a73ed03e0
Source dataset
uspto-grants-1981_08
Patent number
US04282365

Reaction notes

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