HCID 11808972, compound → HCID 12704136, compound

HRID 266891Notes

Reaction equation

HRID 266891 reaction equation
C([N:8]1[CH2:13][CH2:12][C:11]2([CH2:18][C:17]3[CH:19]=[CH:20][CH:21]=[CH:22][C:16]=3[C:15](=[O:23])[O:14]2)[CH2:10][CH2:9]1)C1C=CC=CC=1>[Pd].C(O)C>[NH:8]1[CH2:13][CH2:12][C:11]2([CH2:18][C:17]3[CH:19]=[CH:20][CH:21]=[CH:22][C:16]=3[C:15](=[O:23])[O:14]2)[CH2:10][CH2:9]1

Participants

4

Reactant 1

HCID 11808972HCID 11808972, compound

Product 1

HCID 12704136HCID 12704136, compoundYield 98.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a suspension of 10% palladium on carbon (5 mg) in ethanol (5 mL) was added of 1'-benzylspiro[3H-2-benzopyran-3,4'-piperidine]-1(4H)-one (20 mg, 0.058 mmol). (Hashigaki et al Chem. Pharm. Bull. 32 pg 3561-3568 (1984)). Hydrogenation was performed at 1 atmosphere pressure at room temperature. The reaction was stirred for 2 hours under hydrogen atmosphere, until TLC analysis indicated that the reaction was complete. The catalyst was removed by vacuum filtration through celite 545 and the filtrate was concentrated to give the desired product (12.4 mg, 98.5%). FAB-MS calc. for C13H15NO2 217; found 218 (M+H, 100%).

Workup

  1. customwas performed at 1 atmosphere pressure at room temperature
  2. customThe catalyst was removed by vacuum filtration through celite 545
  3. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-f0d66afecfc443a1877d44c80a82706b
Source dataset
uspto-grants-1997_07
Patent number
US05652235

Reaction notes

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