ethyl (2Z)-3-(pyridin-3-yl)but-2-enoate → HCID 12727116, compound

HRID 1855860Notes

Reaction equation

HRID 1855860 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3](/[C:7](/[CH3:14])=[CH:8]\[C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH:2]=1>C(O)C.[Pd]>[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH:7]([CH3:14])[CH2:8][C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH:2]=1

Participants

4

Reactant 1

HCID 67402107ethyl (2Z)-3-(pyridin-3-yl)but-2-enoate

Product 1

HCID 12727116HCID 12727116, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

Ethyl 3-(3-pyridyl)crotonate (prepared from treating 3-acetylpyridine with ethoxycarbonylmethyltriphenylphosphonium bromide and sodium ethoxide) was hydrogenated in ethanol at 40 p.s.i. with 10% palladium on charcoal catalyst to give ethyl 3-(3-pyridyl)-butyrate, b.p. 74°/0.15 mmHg.

Sources & evidence

ORD record
ord-8f22ec486c3f409caaa62e16ea203fbd
Source dataset
uspto-grants-1980_08
Patent number
US04216318

Reaction notes

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