Methanol → HCID 23294547, compound

HRID 1955193Notes

Reaction equation

HRID 1955193 reaction equation
[ClH:1].F[C:3]1[CH:4]=[C:5]([CH:13]=[CH:14][CH:15]=1)CC1CCNCC1.Cl.[CH2:17]([N:24]1[CH2:29][CH2:28][CH:27]([CH2:30][C:31]2[CH:36]=[CH:35][CH:34]=[C:33]([F:37])[CH:32]=2)[CH2:26][CH2:25]1)[C:18]1C=CC=CC=1.C[OH:39]>[Pd]>[ClH:1].[O:39]([CH2:18][CH2:17][N:24]1[CH2:25][CH2:26][CH:27]([CH2:30][C:31]2[CH:36]=[CH:35][CH:34]=[C:33]([F:37])[CH:32]=2)[CH2:28][CH2:29]1)[C:3]1[CH:4]=[CH:5][CH:13]=[CH:14][CH:15]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 170394934-(2-Fluorobenzyl)Piperidine HydrochlorideHCID 70081319HCID 70081319, compound

Product 1

HCID 23294547HCID 23294547, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

4-(3-Fluorobenzyl)piperidine hydrochloride. A solution of 1-benzyl-4-(3-fluorobenzyl)piperidine hydrochloride (319 mg, 1.0 mmol) in 10 ml of methanol with 80 mg of 10% Pd/C was hydrogenated at 50 psi to give 228 mg (98%) of the title compound, mp 173-175° C. 1H NMR (CHCl3) 1.613-1.807 (m, 5 H), 2.593 (m, 2 H), 2.785 (m, 2 H), 3.481 (m, 2 H), 6.880 (m, 3 H), 7.25 (m, 1 H), 9.363 (s, 1 H), 9.634 (s, 1 H).

Sources & evidence

ORD record
ord-676783653d4b43ebade7f1a38691d464
Source dataset
uspto-grants-2000_09
Patent number
US06124323

Reaction notes

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