Thionyl Chloride → HCID 22750678, compound

HRID 2163642Notes

Reaction equation

HRID 2163642 reaction equation
O[CH:2]1[C:8]2[CH:9]=[CH:10][CH:11]=[C:12]([CH3:13])[C:7]=2[CH:6]=[CH:5][C:4]2[CH:14]=[CH:15][CH:16]=[CH:17][C:3]1=2.S(Cl)([Cl:20])=O>C1C=CC=CC=1>[Cl:20][CH:2]1[C:8]2[CH:9]=[CH:10][CH:11]=[C:12]([CH3:13])[C:7]=2[CH:6]=[CH:5][C:4]2[CH:14]=[CH:15][CH:16]=[CH:17][C:3]1=2

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 22750700HCID 22750700, compound

Product 1

HCID 22750678HCID 22750678, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

23 g. of 5-Hydroxy-1-methyl-5H-dibenzo[a,d]cycloheptene in 200 ml. of absolute benzene are heated with 45 ml. of thionylchloride for two hours under reflux conditions. The mixture is subsequently evaporated under reduced pressure. The resulting white crystalline residue is recrystallized from carbon tetrachloride. 5-Chloro-1-methyl-5H-dibenzo[a,d]cycloheptene, melting at 158°-160° C., is obtained.

Workup

  1. customThe mixture is subsequently evaporated under reduced pressure
  2. customThe resulting white crystalline residue is recrystallized from carbon tetrachloride

Sources & evidence

ORD record
ord-d7dc7ffd0b5345a8a22eda574b84c252
Source dataset
uspto-grants-1979_01
Patent number
US04136116

Reaction notes

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