HCID 20364548, compound → HCID 68819720, compound

HRID 735049Notes

Reaction equation

HRID 735049 reaction equation
[N+:1]([C:4]1[CH:17]=[CH:16][C:7]([CH2:8][C:9]2([OH:15])[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)=[CH:6][CH:5]=1)([O-])=O.[H][H]>[Ni].CO>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([CH2:8][C:9]2([OH:15])[CH2:10][CH2:11][NH:12][CH2:13][CH2:14]2)=[CH:16][CH:17]=1

Participants

5

Reactant 2

HCID 20364548HCID 20364548, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 68819720HCID 68819720, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

6.6 g of Raney nickel is added to a solution of 66.45 g (0.281 mol) of 4-(4-nitrobenzyl)piperidin-4-ol in 660 mL of methanol. The reaction mixture is hydrogenated for 13 hours at ambient temperature and 3 bar hydrogen. The catalyst is filtered off and the filtrate is evaporated down. Yield: 64.5 g (111% of theory); C12H18N2O (M=206.28); calc.: molecular ion peak (M+H)+: 207; found: molecular ion peak (M+H)+: 207.

Workup

  1. filtrationThe catalyst is filtered off
  2. customthe filtrate is evaporated down

Sources & evidence

ORD record
ord-ea145a0daec14fa88836c395fb4fb3cd
Source dataset
uspto-grants-2009_09
Patent number
US07592373B2

Reaction notes

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