HCID 15341804, compound → HCID 15341825, compound

HRID 1033645Notes

Reaction equation

HRID 1033645 reaction equation
[OH:1][C:2]1[C:14]([CH2:15][CH:16]=[CH2:17])=[C:13]([OH:18])[CH:12]=[CH:11][C:3]=1[C:4]([N:6]1[CH2:10][CH2:9][CH2:8][CH2:7]1)=[O:5]>C(O)C.[Pd]>[OH:1][C:2]1[C:14]([CH2:15][CH2:16][CH3:17])=[C:13]([OH:18])[CH:12]=[CH:11][C:3]=1[C:4]([N:6]1[CH2:10][CH2:9][CH2:8][CH2:7]1)=[O:5]

Participants

4

Reactant 1

HCID 15341804HCID 15341804, compound

Product 1

HCID 15341825HCID 15341825, compoundYield 86%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

1-[2,4-dihydroxy-3-(2-propenyl)benzoyl]pyrrolidine (750 mg) in 2 ml ethanol was hydrogenated at room temperature and 5 psi for three hours using 4% Pd/C as catalyst. The solvent was removed under vacuum and the residue was chromatographed on silica gel using 50/50 ethyl acetate/hexane as eluant to give the product (650 mg).

Workup

  1. customwas hydrogenated at room temperature
  2. customThe solvent was removed under vacuum
  3. customthe residue was chromatographed on silica gel using 50/50 ethyl acetate/hexane as eluant

Sources & evidence

ORD record
ord-ca9468b92a374f6a99fc3bb346ab8b1a
Source dataset
uspto-grants-1994_05
Patent number
US05310951

Reaction notes

Loading…