Reaction #5914

ord-d5edec4fc25d4165a206856d008fcc0a

Reaction equation

Nc1ccc(F)cc1
4-Fluoroaniline
O=C([O-])[O-].[K+].[K+]
potassium carbonate
C1COCCOCCOCCOCCOCCO1
18-Crown-6
CCOC(=O)CBr
ethylbromoacetate
→
CCN(CC(=O)O)c1ccc(F)cc1
Ethyl N-(4-fluorophenyl)glycine

Reactants

Nc1ccc(F)cc1
4-Fluoroaniline
O=C([O-])[O-].[K+].[K+]
potassium carbonate
C1COCCOCCOCCOCCOCCO1
18-Crown-6
CCOC(=O)CBr
ethylbromoacetate

Reagents

None

Solvents

CCO
ethanol
CCO
ethanol

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Temperaturethe reaction was heated to reflux

Procedure

4-Fluoroaniline (5 g), potassium carbonate (3.11 g) and a catalytic amount of 18-Crown-6 were stirred together in 50 ml of ethanol. A solution of ethylbromoacetate (7.52 g) in 25 ml of ethanol was added dropwise and the reaction was heated to reflux.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05246933uspto-grants-1993_09