Ethyl cyanoacetate → Allyl 2-cyanopenta-2,4-dienoate

HRID 2081935Notes

Reaction equation

[C:1]([CH2:3][C:4](OCC)=O)#N.[C:9]([CH2:11][C:12]([O:14][CH2:15][CH:16]=[CH2:17])=[O:13])#[N:10]>>[C:9]([C:11](=[CH:4][CH:3]=[CH2:1])[C:12]([O:14][CH2:15][CH:16]=[CH2:17])=[O:13])#[N:10]

Participants

Reactant 2

HCID 7764Ethyl cyanoacetate

HCID 25919Allyl cyanoacetate

Product 1

HCID 54542802Allyl 2-cyanopenta-2,4-dienoate

Procedure

Allyl 2-cyanopenta-2,4-dienoate was prepared by the method described in Example 1 by replacing ethyl cyanoacetate by an equivalent quantity of allyl cyanoacetate. The yield of product from this reaction was 80%. The structure of the product was confirmed by an infra-red spectrum.

Sources & evidence

ORD record: ord-0a3736f1022e42969ab4fcd533107301
Source dataset: uspto-grants-1993_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05187048

Reaction notes

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