HCID 86748446, compound → HCID 20094824, compound

HRID 274067Notes

Reaction equation

HRID 274067 reaction equation
[O:1]=[C:2]1[CH2:8][C:7]2[CH:9]=[C:10](/[CH:13]=[CH:14]/[C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH:11]=[CH:12][C:6]=2[CH2:5][CH2:4][CH2:3]1>C(O)C.[Pd]>[O:1]=[C:2]1[CH2:8][C:7]2[CH:9]=[C:10]([CH2:13][CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH:11]=[CH:12][C:6]=2[CH2:5][CH2:4][CH2:3]1

Participants

4

Reactant 1

HCID 86748446HCID 86748446, compound

Product 1

HCID 20094824HCID 20094824, compoundYield 77.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of ethyl (E)-3-(8-oxo-6,7,8,9-tetrahydro-5H-benzocyclohepten-2-yl)acrylate (400 mg) in ethanol (8 ml) was hydrogenated over 10% palladium on carbon (24 mg). After removing the catalyst, the solution was evaporated in vacuo and the residue was purified by column chromatography on silica gel with a mixture of n-hexane and ethyl acetate (10:1) as an eluent to give ethyl 3-(8-oxo-6,7,8,9-tetrahydro-5H-benzocyclohepten-2-yl)propionate (311 mg).

Workup

  1. customAfter removing the catalyst
  2. customthe solution was evaporated in vacuo
  3. customthe residue was purified by column chromatography on silica gel with a mixture of n-hexane and ethyl acetate (10:1) as an eluent

Sources & evidence

ORD record
ord-cad942a749344ffcb0b736bb84addaa0
Source dataset
uspto-grants-1995_02
Patent number
US05387710

Reaction notes

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