Thionyl Chloride → HCID 14626269, compound

HRID 477780Notes

Reaction equation

HRID 477780 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]2[CH:11](O)[C:10]3[CH:13]=[CH:14][CH:15]=[CH:16][C:9]=3[CH2:8][O:7][C:6]=2[CH:17]=1.S(Cl)([Cl:20])=O>C(Cl)Cl>[Cl:20][CH:11]1[C:10]2[CH:13]=[CH:14][CH:15]=[CH:16][C:9]=2[CH2:8][O:7][C:6]2[CH:17]=[C:2]([F:1])[CH:3]=[CH:4][C:5]1=2

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 11791018HCID 11791018, compound

Product 1

HCID 14626269HCID 14626269, compoundYield 92.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a solution of 1.5 g of 3-fluoro-6,11-dihydrodibenz[b,e]oxepin-11-ol in 20 ml of methylene chloride is added dropwise a solution of 1.6 g of thionyl chloride in 10 ml of methylene chloride under ice cooling over 30 minutes and then the mixture is stirred at room temperature for 1 hour. The reaction mixture is concentrated at room temperature under reduced pressure to give 1.5 g of 11-chloro-3-fluoro-6,11-dihydrodibenz[b,e]oxepin (oil). Mass spectrum m/z: 248(M+)

Workup

  1. concentrationThe reaction mixture is concentrated at room temperature under reduced pressure

Sources & evidence

ORD record
ord-97c68978cb7a4863a81faf854535ae7a
Source dataset
uspto-grants-1989_12
Patent number
US04889858

Reaction notes

Loading…