Diethyl Oxalate → HCID 4356499, compound

HRID 267758Notes

Reaction equation

HRID 267758 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][C:10]#[N:11])=[CH:5][CH:4]=1.[C:12](OCC)(=[O:18])[C:13]([O:15][CH2:16][CH3:17])=[O:14]>[O-]CC.[Na+]>[C:10]([CH:9]([C:6]1[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=1)[C:12](=[O:18])[C:13]([O:15][CH2:16][CH3:17])=[O:14])#[N:11]

Participants

4

Reactant 2

HCID 7268Diethyl OxalateHCID 66031Benzeneacetonitrile, 4-methoxy-

Product 1

HCID 4356499HCID 4356499, compound

Reagents, catalysts & solvents 1

HCID 2723922Sodium ethoxideSolvent

Procedure

Following the procedures outlined in Examples 1 and 3, p-methoxyphenylacetonitrile is reacted with diethyl oxalate in alcoholic sodium ethoxide solution to give ethyl 3-cyano-3-(p-methoxyphenyl)-pyruvate which is then similarly reacted with phenylacetonitrile to yield 2-(p-methoxyphenyl)-5-phenyl-3,4-dioxoadiponitrile, m.p. 256°-258° C.

Sources & evidence

ORD record
ord-24027d98674f43b29e31e71b85cd7326
Source dataset
uspto-grants-1976_03
Patent number
US03944571

Reaction notes

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