HCID 15341804, compound → HCID 15341825, compound

HRID 1756212Notes

Reaction equation

HRID 1756212 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-9a43f0cc9ea54ca981aade07061a6bc2
Source dataset
uspto-grants-1995_08
Patent number
US05439937

Reaction notes

Loading…