2-Methoxyaniline → Ethyl3-(2-methoxyphenylamino)acrylate

HRID 1382313Notes

Reaction equation

HRID 1382313 reaction equation
[CH3:1][O:2][C:3]1[C:4]([NH2:9])=[CH:5][CH:6]=[CH:7][CH:8]=1.[C:10]([O:14][CH2:15][CH3:16])(=[O:13])[C:11]#[CH:12]>C(O)C>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[NH:9][CH:12]=[CH:11][C:10]([O:14][CH2:15][CH3:16])=[O:13]

Participants

4

Reactant 2

HCID 70002-MethoxyanilineHCID 12182Ethyl propiolate

Product 1

HCID 67899433Ethyl3-(2-methoxyphenylamino)acrylateYield 100%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

o-Anisidine (57 ml, 0.5 mol) and ethyl propiolate (51 ml, 0.5 mol) were heated together under reflux in ethanol (200 ml) for 3 hours. The solvent was evaporated to afford ethyl 3-(2-methoxyphenylamino)acrylate as a yellow oil (55 g, 100%).

Workup

  1. customThe solvent was evaporated

Sources & evidence

ORD record
ord-2f70d961b5194ba6b147d0b232c0439e
Source dataset
uspto-grants-1989_02
Patent number
US04806550

Reaction notes

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