Methyl 2-(4-aminophenyl)acetate → HCID 70109536, compound

HRID 1708574Notes

Reaction equation

HRID 1708574 reaction equation
[CH3:1][O:2][C:3](=[O:12])[CH2:4][C:5]1[CH:10]=[CH:9][C:8]([NH2:11])=[CH:7][CH:6]=1.[F:13][C:14]([F:22])([F:21])[C:15]#[C:16][C:17]([O:19][CH3:20])=[O:18]>CO>[CH3:1][O:2][C:3]([CH2:4][C:5]1[CH:10]=[CH:9][C:8]([NH:11][C:15]([C:14]([F:22])([F:21])[F:13])=[CH:16][C:17]([O:19][CH3:20])=[O:18])=[CH:7][CH:6]=1)=[O:12]

Participants

4

Reactant 2

HCID 2761030Methyl 2-(4-aminophenyl)acetateHCID 11240589METHYL 4,4,4-TRIFLUOROCROTONATE

Product 1

HCID 70109536HCID 70109536, compoundYield 99.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

Into 30 ml of methanol were dissolved 2.17 g (13.2 mmol) of methyl-p-aminophenylacetate, and, under stirring and cooling with ice, a solution of 2.00 g (13.2 mmol) of methyl 3- trifluoromethylpropiolate in 10 ml of methanol was added dropwise. After 30 minutes, solvent was distilled off to obtain methyl 3-(4-methoxycarbonylmethylphenylamino)-3-trifluoromethylacrylate (4.17 g) as a yellow oily substance.

Workup

  1. temperaturecooling with ice
  2. distillationsolvent was distilled off

Sources & evidence

ORD record
ord-30065742a35d46359b4986f2501186b1
Source dataset
uspto-grants-1994_10
Patent number
US05359076

Reaction notes

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