6-[1-Oxo-3-(4-phenyl-1-piperidyl)propyl]-3,4-dihydrocarbostyril → HCID 13120854, compound

HRID 1285465Notes

Reaction equation

HRID 1285465 reaction equation
[O:1]=[C:2]([C:17]1[CH:18]=[C:19]2[C:24](=[CH:25][CH:26]=1)[NH:23][C:22](=[O:27])[CH2:21][CH2:20]2)[CH2:3][CH2:4][N:5]1[CH2:10][CH2:9][CH:8]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH2:7][CH2:6]1.[H][H]>O.[Pd]>[OH:1][CH:2]([C:17]1[CH:18]=[C:19]2[C:24](=[CH:25][CH:26]=1)[NH:23][C:22](=[O:27])[CH2:21][CH2:20]2)[CH2:3][CH2:4][N:5]1[CH2:10][CH2:9][CH:8]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH2:7][CH2:6]1

Participants

5

Reactant 2

HCID 131208226-[1-Oxo-3-(4-phenyl-1-piperidyl)propyl]-3,4-dihydrocarbostyrilHCID 178418361HCID 178418361, compound

Product 1

HCID 13120854HCID 13120854, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 962WaterSolvent

Procedure

1.9 Grams of 6-[1-oxo-3-(4-phenyl-1-piperidyl)propyl]-3,4-dihydrocarbostyril and 0.5 g of palladium black were dispersed in 80 ml of water and the dispersion was stirred under 2 atmospheric pressure of hydrogen gas at a room temperature for 5 hours. The reaction mixture was filtered for removing the palladium black and the mother liquor was concentrated under a reduce pressure then the residue thus obtained was crystallized by adding a small amount of ethanol then crude crystals thus obtained were collected by filtration and recrystallized from ethanol to obtain 1.4 g of 6-[1-hydroxy-3-(4-phenyl-1-piperidyl)-propyl]-3,4-dihydrocarbostyril in colorless plate-like crystals. Melting point: 155.5°-156° C.

Workup

  1. filtrationThe reaction mixture was filtered
  2. customfor removing the palladium black
  3. concentrationthe mother liquor was concentrated under a reduce pressure
  4. customthe residue thus obtained
  5. customwas crystallized
  6. additionby adding a small amount of ethanol
  7. customcrude crystals thus obtained
  8. filtrationwere collected by filtration
  9. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-7200d97783cc45899caf97a047abacc5
Source dataset
uspto-grants-1986_01
Patent number
US04567187

Reaction notes

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