HCID 15523935, compound → HCID 10422082, compound

HRID 1978011Notes

Reaction equation

HRID 1978011 reaction equation
[C:1]([NH:4][CH2:5]/[CH:6]=[C:7]1\[CH2:8][CH2:9][CH2:10][C:11]2[C:16]\1=[CH:15][C:14]([O:17][CH3:18])=[CH:13][CH:12]=2)(=[O:3])[CH3:2]>C(O)C.[Pd]>[C:1]([NH:4][CH2:5][CH2:6][CH:7]1[C:16]2[C:11](=[CH:12][CH:13]=[C:14]([O:17][CH3:18])[CH:15]=2)[CH2:10][CH2:9][CH2:8]1)(=[O:3])[CH3:2]

Participants

4

Reactant 1

HCID 15523935HCID 15523935, compound

Product 1

HCID 10422082HCID 10422082, compoundYield 88.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of (E)-1-[2-(acetylamino)ethylidene]-7-methoxy-1,2,3,4tetrahydronaphthalene (2.55 g, 10 mmol) in ethanol (20 ml) was added 5% palladium/carbon (50% hydrous, 400 mg). The mixture was subjected to catalytic reduction at normal pressure under hydrogen atmosphere. After the completion of hydrogenation, the palladium/carbon was then filtered off, and the solvent was distilled off under reduced pressure. The residue was purified by means of a silica gel column chromatography (chloroform:methanol=98:2) to give the above-titled compound (2.2 g, yield 86%, oil).

Workup

  1. filtrationAfter the completion of hydrogenation, the palladium/carbon was then filtered off
  2. distillationthe solvent was distilled off under reduced pressure
  3. customThe residue was purified by means of a silica gel column chromatography (chloroform:methanol=98:2)

Sources & evidence

ORD record
ord-7f7df77fc106408ba62cc480ff9981b7
Source dataset
uspto-grants-2001_05
Patent number
US06235789B1

Reaction notes

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