HCID 68819606, compound → HCID 6493748, compound

HRID 735074Notes

Reaction equation

HRID 735074 reaction equation
[CH3:1][CH:2]1[CH2:7][CH2:6][N:5]([CH2:8][CH2:9][O:10][C:11]2[CH:16]=[CH:15][C:14]([N+:17]([O-])=O)=[CH:13][CH:12]=2)[CH2:4][CH2:3]1.[H][H]>CO.[Pd]>[CH3:1][CH:2]1[CH2:3][CH2:4][N:5]([CH2:8][CH2:9][O:10][C:11]2[CH:16]=[CH:15][C:14]([NH2:17])=[CH:13][CH:12]=2)[CH2:6][CH2:7]1

Participants

5

Reactant 2

HCID 68819606HCID 68819606, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 6493748HCID 6493748, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A reaction mixture of 680 mg (2.57 mmol) of 4-methyl-1-[2-(4-nitrophenoxy)ethyl]piperidine and 80 mg palladium (10% on charcoal) in 10 mL of methanol is hydrogenated at ambient temperature and 3 bar hydrogen for 4.5 hours. The catalyst is suction filtered and the filtrate is evaporated down. Yield: 540 mg (90% of theory); C14H22N2O (M=234.34); calc.: molecular ion peak (M+H)+: 235; found: molecular ion peak (M+H)+: 235; Rf value: 0.33 (silica gel, dichloromethane/methanol/ammonia (90:10:0.1)).

Workup

  1. customis hydrogenated at ambient temperature
  2. filtrationfiltered
  3. customthe filtrate is evaporated down

Sources & evidence

ORD record
ord-04f6a237c2ee4520a6f160f4ca937999
Source dataset
uspto-grants-2009_09
Patent number
US07592373B2

Reaction notes

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