Water → Ethyl 2-bromo-4-fluoro-3-(3-methoxyphenyl)but-2-enoate

HRID 905051Notes

Reaction equation

HRID 905051 reaction equation
N1CCCCC1.[Br:7][CH:8]([C:14](Br)([C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([O:23][CH3:24])[CH:18]=1)[CH2:15][F:16])[C:9]([O:11][CH2:12][CH3:13])=[O:10].O>CCOCC>[Br:7][C:8](=[C:14]([C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([O:23][CH3:24])[CH:18]=1)[CH2:15][F:16])[C:9]([O:11][CH2:12][CH3:13])=[O:10]

Participants

5

Reactant 3

HCID 962WaterHCID 8082PiperidineHCID 13276222HCID 13276222, compound

Product 1

HCID 54176609Ethyl 2-bromo-4-fluoro-3-(3-methoxyphenyl)but-2-enoateYield 102%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Piperidine (0.22 ml) is added to a solution of ethyl 2,3-dibromo-3-(3'-methoxyphenyl)-4-fluorobutyrate (0.80 g) in ether (10 ml). The reaction mixture is stirred at room temperature for 3 hours and water is added. Ether extraction gives essentially pure ethyl 2-bromo-3-(3'-methoxyphenyl)-4-fluoro-2-butenoate (0.65 g).

Workup

  1. extractionEther extraction

Sources & evidence

ORD record
ord-992072f89bcb4155a85e80bada20da26
Source dataset
uspto-grants-1983_12
Patent number
US04421767

Reaction notes

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