1-Methyl-4-(2-nitrophenoxy)-4-phenylpiperidine → HCID 20542607, compound

HRID 2285918Notes

Reaction equation

HRID 2285918 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][C:5]([O:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[N+:21]([O-])=O)([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH2:4][CH2:3]1.[H][H]>CO>[NH2:21][C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=1[O:14][C:5]1([C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH2:6][CH2:7][N:2]([CH3:1])[CH2:3][CH2:4]1

Participants

4

Reactant 2

HCID 205426131-Methyl-4-(2-nitrophenoxy)-4-phenylpiperidineHCID 178418361HCID 178418361, compound

Product 1

HCID 20542607HCID 20542607, compoundYield 77.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 1-methyl-4-(2-nitrophenoxy)-4-phenylpiperidine (6.4 g) in methanol (200 ml) was hydrogenated at atmospheric pressure and ambient temperature until the theoretical uptake of hydrogen had occurred (about 2 hours). The catalyst was removed by filtration, the solvent removed under reduced pressure and the residue recrystallised twice from IPE to give the title compound (4.5 g) m.p. 129°-30°.

Workup

  1. custom(about 2 hours)
  2. customThe catalyst was removed by filtration
  3. customthe solvent removed under reduced pressure
  4. customthe residue recrystallised twice from IPE

Sources & evidence

ORD record
ord-bb11082e5a1c4d21bde426ae4a113506
Source dataset
uspto-grants-1982_04
Patent number
US04325953

Reaction notes

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