HCID 67823130, compound → HCID 19095552, compound

HRID 359417Notes

Reaction equation

HRID 359417 reaction equation
[OH2:1].[ClH:2].Cl.[CH3:4][N:5]([C:19]1[CH:24]=[CH:23][CH:22]=[C:21]([CH3:25])[CH:20]=1)[CH:6]1[CH2:11][CH2:10][N:9](CC2C=CC=CC=2)[CH2:8][CH2:7]1.CN(C1C=CC=C(C)C=1)C1CCN(CC2C=CC=CC=2)CC1.Cl.Cl.[H][H]>[Pd].CO>[OH2:1].[ClH:2].[ClH:2].[CH3:4][N:5]([C:19]1[CH:24]=[CH:23][CH:22]=[C:21]([CH3:25])[CH:20]=1)[CH:6]1[CH2:11][CH2:10][NH:9][CH2:8][CH2:7]1

Participants

5

Reactant 2

HCID 67823130HCID 67823130, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 19095552HCID 19095552, compoundYield 60.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 9 parts of N-methyl-N-(3-methylphenyl)-1-(phenylmethyl)-4-piperidinamine dihydrochloride hemihydrate and 200 parts of methanol was hydrogenated at normal pressure and at room temperature with 2 parts of palladium-on-charcoal catalyst 10%. After the calculated amount of hydrogen was taken up, the catalyst was filtered off over Hyflo and the filtrate was evaporated. The residue was converted into the hydrochloride salt in 2-propanol. The salt was filtered off and dried, yielding 1.5 parts (60.9%) of N-methyl-N-(3-methylphenyl)-4-piperidinamine dihydrochloride monohydrate; mp. 209.1° C. (intermediate 97).

Workup

  1. filtrationthe catalyst was filtered off over Hyflo
  2. customthe filtrate was evaporated
  3. filtrationThe salt was filtered off
  4. customdried

Sources & evidence

ORD record
ord-38f9efd214114618b58db2ea2593ebb6
Source dataset
uspto-grants-1991_03
Patent number
US05001125

Reaction notes

Loading…