Diethyl (ethoxymethylene)malonate → 2-((4-Methoxy-phenylamino)-methylene)-malonic acid diethyl ester

HRID 1640115Notes

Reaction equation

HRID 1640115 reaction equation
[CH3:1][O:2][C:3]1[CH:9]=[CH:8][C:6]([NH2:7])=[CH:5][CH:4]=1.C(O[CH:13]=[C:14]([C:20]([O:22][CH2:23][CH3:24])=[O:21])[C:15]([O:17][CH2:18][CH3:19])=[O:16])C>>[CH3:1][O:2][C:3]1[CH:9]=[CH:8][C:6]([NH:7][CH:13]=[C:14]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[C:20]([O:22][CH2:23][CH3:24])=[O:21])=[CH:5][CH:4]=1

Participants

3

Reactant 2

HCID 6871Diethyl (ethoxymethylene)malonateHCID 7732P-Anisidine

Product 1

HCID 6189812-((4-Methoxy-phenylamino)-methylene)-malonic acid diethyl ester

Procedure

A mixture of 4methoxyaniline (28.3 g, 0.230 mol) in diethyl ethoxymethylene-malonate (46.0 mL, 0.230 mol) was allowed to stir at rt for 16 h. Removal of solvent gave diethyl ([(4-methoxyphenyl)aniino]methylenelmalonate. LCMS: (FA) ES+ 294.2.

Workup

  1. customRemoval of solvent
  2. customgave diethyl ([(4-methoxyphenyl)aniino]methylenelmalonate

Sources & evidence

ORD record
ord-a209f72593a3414c9a6d0bff813919ae
Source dataset
uspto-grants-2012_02
Patent number
US08110687B2

Reaction notes

Loading…