Water → HCID 22000390, compound

HRID 1655983Notes

Reaction equation

HRID 1655983 reaction equation
[Br:1]Br.[F:3][C:4]1[CH:15]=[CH:14][C:7]2[CH2:8][CH2:9][CH2:10][CH2:11][C:12](=[O:13])[C:6]=2[CH:5]=1.O>CCOCC>[F:3][C:4]1[CH:15]=[CH:14][C:7]2[CH2:8][CH2:9][CH2:10][CH:11]([Br:1])[C:12](=[O:13])[C:6]=2[CH:5]=1

Participants

5

Reactant 3

HCID 962WaterHCID 24408BromineHCID 5790508-Fluoro-1-benzosuberone

Product 1

HCID 22000390HCID 22000390, compoundYield 101.3%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

68.9 g of bromine are added dropwise to a solution of 73.1 g of 3-fluoro-6,7,8,9-tetrahydro-5H-benzocyclohepten-5-one in 700 ml of ether under ice-cooling during 1 hour. After the mixture is stirred for 1 hour, the reaction mixture is poured into water and the mixture is extracted with ether. The ether layer is washed, dried and evaporated to remove the solvent to obtain 106.8 g of 3-fluoro-6-bromo-6,7,8,9-tetrahydro-5H-benzocyclohepten-5-one as an oil.

Workup

  1. temperaturecooling during 1 hour
  2. extractionthe mixture is extracted with ether
  3. washThe ether layer is washed
  4. customdried
  5. customevaporated
  6. customto remove the solvent

Sources & evidence

ORD record
ord-56d5bea59b6b4a358569d60802d13f7c
Source dataset
uspto-grants-1993_10
Patent number
US05252589

Reaction notes

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