Hydrochloric Acid → 10-Chloro-8-fluoro-10,11-dihydro-2-methyldibenzo[b,f]thiepin

HRID 1973097Notes

Reaction equation

HRID 1973097 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]2[S:11][C:10]3[CH:12]=[CH:13][C:14]([CH3:16])=[CH:15][C:9]=3[CH2:8][CH:7](O)[C:6]=2[CH:18]=1.[Cl-:19].[Ca+2].[Cl-].Cl>C1C=CC=CC=1>[Cl:19][CH:7]1[C:6]2[CH:18]=[C:2]([F:1])[CH:3]=[CH:4][C:5]=2[S:11][C:10]2[CH:12]=[CH:13][C:14]([CH3:16])=[CH:15][C:9]=2[CH2:8]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 5284359Calcium ChlorideHCID 122755428-Fluoro-10,11-dihydro-2-methyl-dibenzo[b,f]-thiepin-10-ol

Product 1

HCID 1227554310-Chloro-8-fluoro-10,11-dihydro-2-methyldibenzo[b,f]thiepin

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

103 G. of 8-fluoro-10,11-dihydro-2-methyl-dibenzo[b,f]thiepin-10-ol, 500 ml. of benzene and 38.4 g. of finely powdered calcium chloride are saturated with hydrogen chloride gas at 15° C. and stirred overnight. The precipitate is removed by filtration, washed with benzene, evaporated under reduced pressure, and there is obtained 10-chloro-8-fluoro-10,11-dihydro-2-methyl-dibenzo[b,f]-thiepin which melts at 63°-64° C.

Workup

  1. customThe precipitate is removed by filtration
  2. washwashed with benzene
  3. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-7a9004a867ad4db584eeed8cc853a1e5
Source dataset
uspto-grants-1976_12
Patent number
US03996229

Reaction notes

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