Diethyl (ethoxymethylene)malonate → HCID 12083046, compound

HRID 1168520Notes

Reaction equation

HRID 1168520 reaction equation
[OH:1][CH2:2][C:3]1[CH:9]=[C:8]([CH3:10])[CH:7]=[CH:6][C:4]=1[NH2:5].C(O[CH:14]=[C:15]([C:21]([O:23][CH2:24][CH3:25])=[O:22])[C:16]([O:18][CH2:19][CH3:20])=[O:17])C>>[OH:1][CH2:2][C:3]1[CH:9]=[C:8]([CH3:10])[CH:7]=[CH:6][C:4]=1[NH:5][CH:14]=[C:15]([C:16]([O:18][CH2:19][CH3:20])=[O:17])[C:21]([O:23][CH2:24][CH3:25])=[O:22]

Participants

3

Reactant 2

HCID 6871Diethyl (ethoxymethylene)malonateHCID 5764502-Amino-5-methylbenzyl alcohol

Product 1

HCID 12083046HCID 12083046, compoundYield 87%

Conditions

Temperature
110 °C

Procedure

A mixture of 2-(hydroxymethyl)-4-methylaniline (10.0 g) and diethyl ethoxymethylenemalonate (18.5 g) is heated at 110° C. for 1 h. Crystallization from ether/hexane afforded 19.5 g of the title compound. Physical characteristics: M.p. 92-95° C.; Anal. Found: C, 62.49; H, 6.88; N, 4.60.

Workup

  1. customCrystallization from ether/hexane

Sources & evidence

ORD record
ord-040439b35660435588d4dd8df742cb80
Source dataset
uspto-grants-2003_09
Patent number
US06624159B2

Reaction notes

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