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

HRID 1658741Notes

Reaction equation

HRID 1658741 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][C: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 122755418-fluoro-2-methyl-dibenzo[b,f]thiepin-10(11H)-one

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-one, 500 ml. of benzene and 38.4 g. of finely pulverized calcium chloride are saturated with hydrochloric acid gas at 15° and stirred overnight. The residue is filtered, washed with benzene and evaporated under reduced pressure, whereby there is obtained 10-chloro-8-fluoro-10,11-dihydro-2-methyl-dibenzo[b,f]thiepin, having a melting point of 63°-64°.

Workup

  1. filtrationThe residue is filtered
  2. washwashed with benzene
  3. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-b92267bdb5e642f496d547fc9cd2d612
Source dataset
uspto-grants-1976_06
Patent number
US03966737

Reaction notes

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