HCID 20207293, compound → HCID 20207297, compound

HRID 542202Notes

Reaction equation

HRID 542202 reaction equation
C([N:8](CC1C=CC=CC=1)[CH2:9][CH:10]([OH:25])[CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([CH2:18][N:19]2[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]2)[CH:13]=1)C1C=CC=CC=1>C(O)C.O.[Pd]>[NH3:8].[NH2:8][CH2:9][CH:10]([OH:25])[CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([CH2:18][N:19]2[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24]2)[CH:13]=1

Participants

6

Reactant 1

HCID 20207293HCID 20207293, compound

Product 2

HCID 222AmmoniaHCID 20207297HCID 20207297, compoundYield 104.4%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 702EthanolSolventHCID 962WaterSolvent

Procedure

11.5 g (0.027 mol) of 1-dibenzylamino-3-[3-(1-piperidylmethyl)phenyl]-2-propanol in 90 ml of ethanol and 10 ml of water are hydrogenated at 35° C. and atmospheric pressure in the presence of 0.5 g of palladium/active charcoal (10% Pd). After removal of the catalyst by filtration and evaporation of the solvent, the residue consists of 5.8 g of a colourless oil which, after chromatographic purification with methanol/conc. ammonia (95:5), yields 3.5 g (52%) of the title compound in the form of a colourless oil. ##STR5##

Workup

  1. customare hydrogenated at 35° C.
  2. customAfter removal of the catalyst
  3. filtrationby filtration and evaporation of the solvent
  4. customafter chromatographic purification with methanol/conc

Sources & evidence

ORD record
ord-15f36f416fa14336a0512e96da173e26
Source dataset
uspto-grants-1987_04
Patent number
US04656180

Reaction notes

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