Ethyl 4-bromocrotonate → HCID 53889352, compound

HRID 1078562Notes

Reaction equation

HRID 1078562 reaction equation
[Na].[OH:2][C:3]1[CH:8]=[CH:7][C:6]([O:9][CH3:10])=[CH:5][C:4]=1[NH:11]C(=O)C(F)(F)F.Br[CH2:19][CH:20]=[CH:21][C:22]([O:24][CH2:25][CH3:26])=[O:23]>C(O)C>[CH3:10][O:9][C:6]1[CH:7]=[CH:8][C:3]2[O:2][CH2:19][CH:20]([CH2:21][C:22]([O:24][CH2:25][CH3:26])=[O:23])[NH:11][C:4]=2[CH:5]=1

Participants

5

Reactant 3

HCID 98102Ethyl 4-bromocrotonateHCID 5360545SodiumHCID 19428114HCID 19428114, compound

Product 1

HCID 53889352HCID 53889352, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
0 °C

Procedure

450 ml of ethanol are introduced into a 1 l reactor, with magnetic stirring, cooled to 0° C., and 7 g (0.32 mol) of sodium are added slowly, in small portions, followed by successive dropwise addition of 37.94 g (0.16 mol) of N-(2-hydroxy-5-methoxyphenyl)trifluoroacetamide and 41.2 g (0.16 mol) of pure ethyl 4-bromo-2-butenoate, and the mixture is heated at 80° C. for 2 h.

Workup

  1. temperaturethe mixture is heated at 80° C. for 2 h.

Sources & evidence

ORD record
ord-148f0a811b7c4071994c98e441953e9a
Source dataset
uspto-grants-1996_08
Patent number
US05550125

Reaction notes

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