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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1078557Generated: November 1, 2026

Ethyl 4-bromo-2-butenoate → Ethyl 3,4-dihydro-2H-1,4-benzoxazine-3-acetate

https://huagongshe.com/reaction/1078557

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl 4-bromo-2-butenoateHCID 98102—
ReactantSodiumHCID 5360545—
Reactant2,2,2-trifluoro-N-(2-hydroxyphenyl)acetamideHCID 13278497—
SolventEthanolHCID 702—
ProductEthyl 3,4-dihydro-2H-1,4-benzoxazine-3-acetateHCID 10632771—

Reaction Conditions

Temperature0 °C

Reaction Steps

650 ml of ethanol are introduced into a 3 l reactor, with magnetic stirring, cooled to 0° C., 5.9 g (0.259 mol) of sodium are added slowly, in small portions, followed by successive dropwise addition of 53 g (0.259 mol) of N-(2-hydroxyphenyl)trifluoroacetamide and 50 g (0.259 mol) of 75% pure ethyl 4-bromo-2-butenoate, and the mixture is heated at 80° C. for 1.5 h.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05550125
Source datasetuspto-grants-1996_08
ORD IDord-e248054094164b0885e21f23e5b4ed2d
Source noteuspto-grants-1996_08