HCID 54462082, compound → HCID 13391719, compound

HRID 483093Notes

Reaction equation

HRID 483093 reaction equation
[CH:1]([C:4]1[C:12]([CH:13]=[CH:14][CH3:15])=[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][N:6]2[N:5]=1)([CH3:3])[CH3:2].[H][H]>C(O)C.[Pd]>[CH:1]([C:4]1[C:12]([CH2:13][CH2:14][CH3:15])=[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][N:6]2[N:5]=1)([CH3:3])[CH3:2]

Participants

5

Reactant 2

HCID 54462082HCID 54462082, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 13391719HCID 13391719, compoundYield 79.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 2.0 g of the compound obtained in Example 38 in 20 ml of ethanol was stirred in a hydrogen atmosphere at atmospheric pressure and room temperature in the presence of 100 mg of 10% palladium-on-charcoal for an hour. The solution was filtered and concentrated to dryness in vacuo. The residue was subjected to silica gel column chromatography, eluted with dichloromethane to give 1.6 g (62%) of the desired compound as colorless needles, mp 41°-42° C.

Workup

  1. filtrationThe solution was filtered
  2. concentrationconcentrated to dryness in vacuo
  3. washeluted with dichloromethane

Sources & evidence

ORD record
ord-98b17e0981734cd7b8570785e8fbd974
Source dataset
uspto-grants-1986_03
Patent number
US04578392

Reaction notes

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