Thionyl Chloride → 11-Chloro-6,11-dihydrodibenz[b,e]oxepin

HRID 1857928Notes

Reaction equation

HRID 1857928 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=2

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 22727883HCID 22727883, compound

Product 1

HCID 1296214811-Chloro-6,11-dihydrodibenz[b,e]oxepin

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

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.

Workup

  1. concentrationThe reaction mixture was then concentrated under reduced pressure

Sources & evidence

ORD record
ord-cd4df156e09743f7a146f4108e47f416
Source dataset
uspto-grants-2000_11
Patent number
US06150355

Reaction notes

Loading…