Diethyl (ethoxymethylene)malonate → HCID 19914495, compound

HRID 1090133Notes

Reaction equation

HRID 1090133 reaction equation
[CH2:1]([O:8][C:9]1[CH:15]=[CH:14][C:12]([NH2:13])=[C:11]([O:16][CH3:17])[CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C([O:20][CH:21]=[C:22]([C:28](OCC)=O)[C:23]([O:25][CH2:26][CH3:27])=[O:24])C>>[CH2:1]([O:8][C:9]1[CH:15]=[C:14]2[C:12](=[C:11]([O:16][CH3:17])[CH:10]=1)[NH:13][CH:28]=[C:22]([C:23]([O:25][CH2:26][CH3:27])=[O:24])[C:21]2=[O:20])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 6871Diethyl (ethoxymethylene)malonateHCID 15675251HCID 15675251, compound

Product 1

HCID 19914495HCID 19914495, compoundYield 79.3%

Procedure

4-Benzyloxy-2-methoxyaniline (2.9 g) and diethyl ethoxymethylenemalonate (2.7 g) were reacted in the same manner as in Experimental Example 1 to obtain 6-benzyloxy-3-ethoxycarbonyl-8-methoxy-4(1H)-quinolone (3.5 g). The compound (2.0 g) was subjected to hydrolysis and decarboxylation in the same manner as in Experimental Example 8 to obtain 6-benzyloxy-8-methoxy-4(1H)-quinolone (compound 26, 1.0 g).

Sources & evidence

ORD record
ord-0d433894f63f411c9d1d4d6681664564
Source dataset
uspto-grants-1992_01
Patent number
US05081121

Reaction notes

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