Ethyl 4-bromocrotonate → HCID 54263662, compound

HRID 1078567Notes

Reaction equation

HRID 1078567 reaction equation
[Na].[OH:2][C:3]1[CH:8]=[CH:7][C:6]([N+:9]([O-:11])=[O:10])=[CH:5][C:4]=1[NH:12]C(=O)C(F)(F)F.Br[CH2:20][CH:21]=[CH:22][C:23]([O:25][CH2:26][CH3:27])=[O:24]>C(O)C>[N+:9]([C:6]1[CH:7]=[CH:8][C:3]2[O:2][CH2:20][CH:21]([CH2:22][C:23]([O:25][CH2:26][CH3:27])=[O:24])[NH:12][C:4]=2[CH:5]=1)([O-:11])=[O:10]

Participants

5

Reactant 3

HCID 98102Ethyl 4-bromocrotonateHCID 5360545SodiumHCID 194281032,2,2-Trifluoro-N-(2-hydroxy-5-nitrophenyl)acetamide

Product 1

HCID 54263662HCID 54263662, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
0 °C

Procedure

220 ml of ethanol are introduced into a 1 l three-necked flask, with magnetic stirring, cooled to 0° C., and 3 g (0.133 mol) of sodium are added slowly, in small portions, followed by successive dropwise addition of 22.29 g (0.088 mol) of N-(2-hydroxy-5-nitrophenyl)trifluoroacetamide and 22.65 g (0.088 mol) of 75% pure ethyl 4-bromo-2-butenoate, and the mixture is heated at reflux for 3 h.

Workup

  1. temperaturethe mixture is heated
  2. temperatureat reflux for 3 h.

Sources & evidence

ORD record
ord-a9f00e59d32143649cd6c67b884ed6b3
Source dataset
uspto-grants-1996_08
Patent number
US05550125

Reaction notes

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