Methyl 3-aminocrotonate → HCID 14011676, compound

HRID 845266Notes

Reaction equation

HRID 845266 reaction equation
[C:1]1(=[O:34])[N:5]([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][O:12][C:13](=[O:28])[C:14](=[CH:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=2[N+:25]([O-:27])=[O:26])[C:15]([CH3:17])=O)[C:4](=[O:29])[C:3]2=[CH:30][CH:31]=[CH:32][CH:33]=[C:2]12.[CH3:35][O:36][C:37](=[O:42])/[CH:38]=[C:39](\[NH2:41])/[CH3:40]>>[CH3:40][C:39]1[NH:41][C:15]([CH3:17])=[C:14]([C:13]([O:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][N:5]2[C:4](=[O:29])[C:3]3=[CH:30][CH:31]=[CH:32][CH:33]=[C:2]3[C:1]2=[O:34])=[O:28])[CH:18]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=2[N+:25]([O-:27])=[O:26])[C:38]=1[C:37]([O:36][CH3:35])=[O:42]

Participants

3

Reactant 2

HCID 643918Methyl 3-aminocrotonateHCID 70417773HCID 70417773, compound

Product 1

HCID 14011676HCID 14011676, compoundYield 35%

Procedure

Prepared by a method analogous to that of Example 7(a) from 23.0 g (50 mmol) of 2-(2-nitrobenzylidene)-aceto acetic acid-(6-phthalimidohexyl)ester and 5.7 g (50 mmol) of 3-amino-crotonic acid methyl ester. 9.7 g (35%) of a dark yellow oil obtained after column chromatographic purification on silica gel with dichloromethane/methanol (98:2) as solvent.

Sources & evidence

ORD record
ord-d7feb221efb84c19955df9ada85689bf
Source dataset
uspto-grants-1988_07
Patent number
US04757080

Reaction notes

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