Acetic Acid → HCID 11287643, compound

HRID 2298436Notes

Reaction equation

HRID 2298436 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([CH:7]=[C:8]([C:13]([O:15][CH3:16])=[O:14])[C:9]([O:11][CH3:12])=[O:10])=[CH:3][CH:2]=1.C(O)(=O)C>CO.[Pd]>[NH:1]1[CH2:2][CH2:3][CH:4]([CH2:7][CH:8]([C:13]([O:15][CH3:16])=[O:14])[C:9]([O:11][CH3:12])=[O:10])[CH2:5][CH2:6]1

Participants

5

Reactant 2

HCID 176Acetic AcidHCID 120570091,3-Dimethyl 2-(4-pyridinylmethylene)propanedioate

Product 1

HCID 11287643HCID 11287643, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of dimethyl (4-pyridylmethylene)malonate [XXVIIIa] (925 g) in methanol (9 L) was hydrogenated in the presence of glacial acetic acid (360 mL) and 10% palladium on activated carbon catalyst (92.5 g) at 60° C. and 200 psi. The catalyst was filtered off and the resulting solution of the title compound in the form of acetic acid salt was used directly in the next step.

Workup

  1. filtrationThe catalyst was filtered off

Sources & evidence

ORD record
ord-26afa65d638d4deba309efa9ae0b00e1
Source dataset
uspto-grants-2002_12
Patent number
US06492522B1

Reaction notes

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