HCID 23326053, compound → HCID 13363398, compound

HRID 484725Notes

Reaction equation

HRID 484725 reaction equation
[ClH:1].[F:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]([C:24]2[CH:29]=[CH:28][C:27]([F:30])=[CH:26][CH:25]=2)=[C:10]2[CH2:15][CH2:14][N:13](CC3C=CC=CC=3)[CH2:12][CH:11]2[OH:23])=[CH:5][CH:4]=1.[H][H]>[Pd].CO>[ClH:1].[F:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]([C:24]2[CH:25]=[CH:26][C:27]([F:30])=[CH:28][CH:29]=2)=[C:10]2[CH2:15][CH2:14][NH:13][CH2:12][CH:11]2[OH:23])=[CH:5][CH:4]=1

Participants

5

Reactant 2

HCID 23326053HCID 23326053, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 13363398HCID 13363398, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 27.8 parts of 4-[bis(4-fluorophenyl)methylene]-1-(phenylmethyl)-3-piperidinol hydrochloride and 200 parts of methanol was hydrogenated at normal pressure and at room temperature with 3 parts of palladium-on-charcoal catalyst 10%. After the calculated amount of hydrogen was taken up, the catalyst was filtered off and the filtrate was evaporated. The residue was suspended in 80 parts of acetonitrile. The product was filtered off and dried, yielding 21.9 parts (100%) of 4-[bis(4-fluorophenyl)methylene]-3-piperidinol hydrochloride; mp.>260° C. (intermediate 24).

Workup

  1. filtrationthe catalyst was filtered off
  2. customthe filtrate was evaporated
  3. filtrationThe product was filtered off
  4. customdried

Sources & evidence

ORD record
ord-b09b1c8d4a514badaac138ad31cd898f
Source dataset
uspto-grants-1985_08
Patent number
US04533665

Reaction notes

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