HCID 21413252, compound → HCID 21413265, compound

HRID 437229Notes

Reaction equation

HRID 437229 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([CH2:10][CH2:11][N:12]2[CH2:17][CH2:16][CH:15]([NH:18][C:19](=[O:26])[C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[CH2:14][CH2:13]2)=[CH:6][CH:5]=1)([O-])=O>[Pt]=O>[NH2:1][C:4]1[CH:9]=[CH:8][C:7]([CH2:10][CH2:11][N:12]2[CH2:13][CH2:14][CH:15]([NH:18][C:19](=[O:26])[C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[CH2:16][CH2:17]2)=[CH:6][CH:5]=1

Participants

3

Reactant 1

HCID 21413252HCID 21413252, compound

Product 1

HCID 21413265HCID 21413265, compound

Reagents, catalysts & solvents 1

HCID 82844Platinum oxide (PtO)Catalyst

Procedure

1-[2-(p-Nitrophenyl)ethyl]-4-benzamidopiperidine (3.0 g.) was hydrogenated in absolute alcohol (400 ml.) at 50 p.s.i. and 20° C. for 3 hours in the presence of 300 mg. of platinum oxide as catalyst. The catalyst was filtered off and the solution evaporated to give the crude product as a foam. Crystallisation from a mixture of benzene and n-hexane gave the title compound, m.p. 193°-195° C. (Found: C, 74.4; H, 7.9; N, 12.9. C20H25N3O requires C, 74.3; H, 7.8; N, 13.0%).

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe solution evaporated
  3. customto give the crude product as a foam
  4. customCrystallisation
  5. additionfrom a mixture of benzene and n-hexane

Sources & evidence

ORD record
ord-184b932f708640ee98498fe2bf1ce8e1
Source dataset
uspto-grants-1977_06
Patent number
US04029801

Reaction notes

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