HCID 13151841, compound → HCID 13151842, compound

HRID 1448974Notes

Reaction equation

HRID 1448974 reaction equation
[C:1]([N:4]1[CH2:9][CH2:8][CH:7]([C:10]2[CH:15]=[CH:14][C:13]([C:16](=[O:18])[CH3:17])=[CH:12][C:11]=2[N+:19]([O-])=O)[CH2:6][CH2:5]1)(=[O:3])[CH3:2].[H][H]>C(O)C.[Pd]>[C:1]([N:4]1[CH2:5][CH2:6][CH:7]([C:10]2[CH:15]=[CH:14][C:13]([C:16](=[O:18])[CH3:17])=[CH:12][C:11]=2[NH2:19])[CH2:8][CH2:9]1)(=[O:3])[CH3:2]

Participants

5

Reactant 2

HCID 13151841HCID 13151841, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 13151842HCID 13151842, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 23 g of crude N-acetyl-4-(2-nitro-4-acetylphenyl)-piperidine in 250 ml of ethanol is hydrogenated with 4.5 g of palladium (5%) on barium carbonate (decomposed) until 3 equivalents of hydrogen have been absorbed. The catalyst is then filtered off, and the filtrate is concentrated in vacuo to dryness. The crude N-acetyl-4-(2-amino-4-acetyl-phenyl)-piperidine thus obtained is purified by way of the hydrochloride, m.p. 220°-222° (from ethanol).

Workup

  1. customhave been absorbed
  2. filtrationThe catalyst is then filtered off
  3. concentrationthe filtrate is concentrated in vacuo to dryness

Sources & evidence

ORD record
ord-f43438f782de424ab10f4a3dd8952043
Source dataset
uspto-grants-1980_02
Patent number
US04188396

Reaction notes

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