Ethyl formate → HCID 10352196, compound

HRID 1389445Notes

Reaction equation

[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:9][C:10]#[N:11])[CH:6]=[CH:7][CH:8]=1.C[O-].[Na+].[CH:15](OCC)=[O:16]>>[CH:15]([CH:9]([C:5]1[CH:6]=[CH:7][CH:8]=[C:3]([O:2][CH3:1])[CH:4]=1)[C:10]#[N:11])=[O:16]

Participants

Reactant 3

HCID 8025Ethyl formate

HCID 88310(3-Methoxyphenyl)acetonitrile

HCID 10942334Sodium Methoxide

Product 1

HCID 10352196HCID 10352196, compound

Procedure

In a manner similar to Example 7, m-methoxyphenylacetonitrile is treated with sodium methoxide and ethyl formate to afford α-formyl-(3-methoxyphenyl)acetonitrile. Hydrogenation of this product yields 3-amino-2-(3-methoxyphenyl)-2-propenal which is condensed with dimethyl malonate to afford the product of the Example.

Sources & evidence

ORD record: ord-b26a1e050fe142e781b290091fd96847
Source dataset: uspto-grants-1981_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04244953

Reaction notes

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