HCID 23319407, compound → HCID 70401246, compound

HRID 1381133Notes

Reaction equation

HRID 1381133 reaction equation
[ClH:1].[F:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:10]([CH2:16][OH:17])[CH2:11][N:12]([CH3:15])[CH2:13][CH:14]=2)=[CH:5][CH:4]=1.[H][H]>C(O)C.[Pd]>[ClH:1].[F:2][C:3]1[CH:8]=[CH:7][C:6]([C@H:9]2[CH2:14][CH2:13][N:12]([CH3:15])[CH2:11][C@H:10]2[CH2:16][OH:17])=[CH:5][CH:4]=1

Participants

5

Reactant 2

HCID 23319407HCID 23319407, compoundHCID 178418361HCID 178418361, compound2×

Product 1

HCID 70401246HCID 70401246, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

Thirty-five (35) g of (+)-4-(4-fluorophenyl)-3-hydroxymethyl-1-methyl-1,2,3,6-tetrahydropyridine hydrochoride and 5.5 g of Pd-catalyst (5% Pd on charcoal) are mixed in 2900 ml of 99% ethanol. The mixture is reduced at room temperature under one atmosphere of hydrogen pressure over a period of six hours, taking up 3250 ml of hydrogen. The reaction mixture is filtered and the filtrate is evaporated. The residue is washed with ether to give 33.5 g of the title compound. M.p. 158°-159° C.

Workup

  1. filtrationThe reaction mixture is filtered
  2. customthe filtrate is evaporated
  3. washThe residue is washed with ether

Sources & evidence

ORD record
ord-0d734c4b0a024d9580f5c2d5af781cdc
Source dataset
uspto-grants-1986_04
Patent number
US04585777

Reaction notes

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