HCID 54458393, compound → HCID 11777635, compound

HRID 465529Notes

Reaction equation

HRID 465529 reaction equation
[OH:1][CH2:2][CH2:3][CH:4]([CH:12]=[CH:13][C:14]1[CH:15]=[N:16][CH:17]=[CH:18][CH:19]=1)[CH2:5][CH:6]=[CH:7][C:8]([O:10][CH3:11])=[O:9].[H][H]>C(O)C.[Pd]>[OH:1][CH2:2][CH2:3][CH:4]([CH2:12][CH2:13][C:14]1[CH:15]=[N:16][CH:17]=[CH:18][CH:19]=1)[CH2:5][CH2:6][CH2:7][C:8]([O:10][CH3:11])=[O:9]

Participants

5

Reactant 2

HCID 54458393HCID 54458393, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 11777635HCID 11777635, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 1.75 g methyl 7-hydroxy-5-[2-(3-pyridyl)ethenyl]-hept-2-enoate in 50 ml ethanol is hydrogenated with 0.35 g 10% palladium on charcoal at 3 atmospheres (=3.04 bar) pressure of hydrogen and room temperature for 21 h. The catalyst is filtered off and washed with ethanol (4×10 ml). The filtrate is evaporated to give a yellow oil which is chromatographed to yield methyl 7-hydroxy-5-[2-(3-pyridyl)ethyl]-heptanoate.

Workup

  1. filtrationThe catalyst is filtered off
  2. washwashed with ethanol (4×10 ml)
  3. customThe filtrate is evaporated
  4. customto give a yellow oil which
  5. customis chromatographed

Sources & evidence

ORD record
ord-e6ba4bdd33814532b836436de18a548e
Source dataset
uspto-grants-1992_10
Patent number
US05153214

Reaction notes

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