HCID 54069555, compound → HCID 18950751, compound

HRID 1492557Notes

Reaction equation

HRID 1492557 reaction equation
[O:1]=[C:2]([C:18]1[CH:19]=[N:20][CH:21]=[CH:22][CH:23]=1)[CH:3]=[CH:4][C:5]1[CH:17]=[CH:16][C:8]([O:9][CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])=[CH:7][CH:6]=1>C(O)C.[H][H]>[O:1]=[C:2]([C:18]1[CH:19]=[N:20][CH:21]=[CH:22][CH:23]=1)[CH2:3][CH2:4][C:5]1[CH:17]=[CH:16][C:8]([O:9][CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])=[CH:7][CH:6]=1

Participants

4

Reactant 1

HCID 54069555HCID 54069555, compound

Product 1

HCID 18950751HCID 18950751, compoundYield 50.3%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 178418361HCID 178418361, compoundSolvent

Procedure

Ethyl 4-[3-oxo-3-(3-pyridyl)-1-propenyl]phenoxyacetate (3.85 g) and 1.15 g of 10% Pd--C were suspended in 300 ml of ethanol, and stirred in hydrogen atmosphere at ambient temperature and pressure for three hours. The reaction mixture was filtered, and the filtrate was evaporated under reduced pressure. The residue obtained was subjected to chromatography on a silica gel column, and from a fraction eluted with methylene chloride was obtained 1.95 g of ethyl 4-[3-oxo-3-(3-pyridyl)propyl]phenoxyacetate.

Workup

  1. filtrationThe reaction mixture was filtered
  2. customthe filtrate was evaporated under reduced pressure
  3. customThe residue obtained
  4. washfrom a fraction eluted with methylene chloride

Sources & evidence

ORD record
ord-d2031f836e2f4531a4171913536e534b
Source dataset
uspto-grants-1994_12
Patent number
US05374641

Reaction notes

Loading…