Ethyl 4-bromocrotonate → HCID 54054098, compound

HRID 1078559Notes

Reaction equation

HRID 1078559 reaction equation
[Na].[F:2][C:3]1[CH:4]=[CH:5][C:6]([OH:16])=[C:7]([NH:9][C:10](=O)[C:11](F)(F)F)[CH:8]=1.BrCC=[CH:20][C:21]([O:23][CH2:24][CH3:25])=[O:22]>C(O)C>[F:2][C:3]1[CH:4]=[CH:5][C:6]2[O:16][CH2:11][CH:10]([CH2:20][C:21]([O:23][CH2:24][CH3:25])=[O:22])[NH:9][C:7]=2[CH:8]=1

Participants

5

Reactant 3

HCID 98102Ethyl 4-bromocrotonateHCID 5360545SodiumHCID 15688157HCID 15688157, compound

Product 1

HCID 54054098HCID 54054098, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
0 °C

Procedure

370 ml of ethanol are introduced into a 1 l reactor, with magnetic stirring, cooled to 0° C., and 3.5 g (0.146 mol) of sodium are introduced slowly, in small portions, followed by successive dropwise addition of 32.54 g (0.146 mol) of N-(5-fluoro-2-hydroxyphenyl)trifluoroacetamide and 28.18 g (0.146 mol) of 75% pure ethyl 4-bromo-2-butenoate, and the mixture is heated at 80° C. for 3 h.

Workup

  1. temperaturethe mixture is heated at 80° C. for 3 h.

Sources & evidence

ORD record
ord-266188d49e654218b660d97b070f6143
Source dataset
uspto-grants-1996_08
Patent number
US05550125

Reaction notes

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