Thionyl Chloride → 3-(4-Bromophenyl)prop-2-enoyl chloride

HRID 2068590Notes

Reaction equation

HRID 2068590 reaction equation
[Br:1][C:2]1[CH:12]=[CH:11][C:5]([CH:6]=[CH:7][C:8](O)=[O:9])=[CH:4][CH:3]=1.S(Cl)([Cl:15])=O>>[Br:1][C:2]1[CH:12]=[CH:11][C:5]([CH:6]=[CH:7][C:8]([Cl:15])=[O:9])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 99777p-Bromocinnamic acid

Product 1

HCID 534112933-(4-Bromophenyl)prop-2-enoyl chloride

Procedure

A solution of compound 2 (113.8 g, 0.5 mol) in thionyl chloride was refluxed for 1.5 h. Then the mixture was concentrated in vacuo and the crude product 3 was obtained (126.9 g, 93%).

Workup

  1. concentrationThen the mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-07ed3d842a034ae78d9fc7a652770e7e
Source dataset
uspto-grants-2012_10
Patent number
US08299023B2

Reaction notes

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