Thionyl Chloride → 11-Chloro-6,11-dihydrodibenz[b,e]oxepin
Reaction equation
[CH:1]1[C:11]2[CH:10](O)[C:9]3[CH:13]=[CH:14][CH:15]=[CH:16][C:8]=3[CH2:7][O:6][C:5]=2[CH:4]=[CH:3][CH:2]=1.S(Cl)([Cl:19])=O>C(Cl)Cl>[Cl:19][CH:10]1[C:9]2[CH:13]=[CH:14][CH:15]=[CH:16][C:8]=2[CH2:7][O:6][C:5]2[CH:4]=[CH:3][CH:2]=[CH:1][C:11]1=2Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To an ice-cooled suspension of 6,11-dihydrodibenzo[b,e] oxepine-11-ol (4.0 g) in methylene chloride (80 ml) was added thionyl chloride (2.74 ml). The mixture was stirred at room temperature for 1 hour. The reaction mixture was then concentrated under reduced pressure to give 11-chloro-6,11-dihydrodibenzo[b,e] oxepine as an oily substance. The whole substance was used for next reaction without isolation and purification.