Hydrochloric Acid → 11-Chloro-6,11-dihydrodibenz[b,e]thiepin
Reaction equation
O[CH:2]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[CH2:6][S:5][C:4]2[CH:13]=[CH:14][CH:15]=[CH:16][C:3]1=2.[ClH:17]>>[Cl:17][CH:2]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[CH2:6][S:5][C:4]2[CH:13]=[CH:14][CH:15]=[CH:16][C:3]1=2Participants
3
Procedure
A solution of 33 g of 11-hydroxy-6,11-dihydrodibenz[b,e]thiepin in 400 ml of absolute alcohol is saturated with hydrogen chloride gas at 5° C. for 1/2 hour. The resulting solution is dried with CaCl2, filtered and concentrated in vacuo to an oil which crystallizes upon standing in a refrigerator (10° C.) after 3 days. Recrystallization from cyclohexane provides 27 g of 11-chloro-6,11-dihydrodibenz[b,e]thiepin m.p. 79°-82° C.
Workup
- dry with materialThe resulting solution is dried with CaCl2
- filtrationfiltered
- concentrationconcentrated in vacuo to an oil which
- customcrystallizes
- customRecrystallization from cyclohexane
Sources & evidence
- ORD record
- ord-1685ebcedea74b09b533324ab698b3c3
- Source dataset
- uspto-grants-1982_06
- Patent number
- US04335122
Reaction notes
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