p-Bromocinnamic acid → 3-(4-Bromophenyl)prop-2-enoyl chloride
Reaction equation
BrC1C=C2C(C(Cl)=CN=C2[Cl:12])=CC=1.[Br:14][C:15]1[CH:25]=[CH:24][C:18]([CH:19]=[CH:20][C:21](O)=[O:22])=[CH:17][CH:16]=1>O=S(Cl)Cl>[Br:14][C:15]1[CH:25]=[CH:24][C:18]([CH:19]=[CH:20][C:21]([Cl:12])=[O:22])=[CH:17][CH:16]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
7-Bromo-1,4-dichloroisoquinoline ##STR100## A solution of 4-bromocinnamic acid (5.03 g, 22.2 mmol) in SOCl2 (15 mL) was stirred at 23° C. for 16 h, and then heated at reflux for a further 2 h. The solvents were evaporated in vacuo and the residue azeotroped with PhMe (×3) to yield 4-bromocinnamoyl chloride (22 mmol) as an orange-brown solid.
Workup
- temperatureheated
- temperatureat reflux for a further 2 h
- customThe solvents were evaporated in vacuo
- customthe residue azeotroped with PhMe (×3)
Sources & evidence
- ORD record
- ord-8fd47bf109574ab49119dd7afc3a2cdc
- Source dataset
- uspto-grants-2000_07
- Patent number
- US06093731
Reaction notes
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