Thionyl Chloride → HCID 13753408, compound

HRID 1248843Notes

Reaction equation

HRID 1248843 reaction equation
S(Cl)([Cl:3])=O.[Br:5][C:6]1[CH:7]=[CH:8][C:9]2[CH:15]=[CH:14][C:13]3[CH:16]=[CH:17][CH:18]=[CH:19][C:12]=3[CH:11](O)[C:10]=2[CH:21]=1>C1C=CC=CC=1>[Br:5][C:6]1[CH:7]=[CH:8][C:9]2[CH:15]=[CH:14][C:13]3[CH:16]=[CH:17][CH:18]=[CH:19][C:12]=3[CH:11]([Cl:3])[C:10]=2[CH:21]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 13753407HCID 13753407, compound

Product 1

HCID 13753408HCID 13753408, compoundYield 92.5%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

12.8 grams (0.11 mole) of thionyl chloride was added to a solution of 24.6 grams (0.086 mole) of 3-bromo-5H-dibenzo[a,d]cyclohepten-5-ol in 750 milliliters of benzene and the resulting mixture heated at reflux temperature for two hours. At the end of this period, the mixture was cooled, concentrated to dryness in vacuo to obtain 24.3 grams of 3-bromo-5-chloro-5H-dibenzo[a,d]cycloheptene intermediate compound.

Workup

  1. temperaturethe resulting mixture heated
  2. temperatureat reflux temperature for two hours
  3. temperatureAt the end of this period, the mixture was cooled
  4. concentrationconcentrated to dryness in vacuo

Sources & evidence

ORD record
ord-66e3c537b0af4d7db8424203ff5357c1
Source dataset
uspto-grants-1986_12
Patent number
US04626542

Reaction notes

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