HCID 178474954, compound → HCID 178474953, compound

HRID 1657569Notes

Reaction equation

HRID 1657569 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C@H:10]2[CH2:15][CH2:14][C@H:13]([NH:16][C:17](=[O:19])[CH3:18])[CH2:12][CH2:11]2)=[CH:6][CH:5]=1)([O-])=O>[Pt]=O.C(O)C>[NH2:1][C:4]1[CH:9]=[CH:8][C:7]([C@H:10]2[CH2:11][CH2:12][C@H:13]([NH:16][C:17](=[O:19])[CH3:18])[CH2:14][CH2:15]2)=[CH:6][CH:5]=1

Participants

4

Reactant 1

HCID 178474954HCID 178474954, compound

Product 1

HCID 178474953HCID 178474953, compoundYield 87%

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 702EthanolSolvent

Procedure

A mixture of 2.62 g. of trans N-[4-(p-nitrophenyl)cyclohexyl]acetamide (obtained as in Example 81) and 10 g. of Adams' platinum oxide catalyst in 150 ml. of ethanol is shaken under hydrogen (for about 10 minutes) until the theoretically required amount of the gas is absorbed. The catalyst is removed on a filter and the filtrate evaporated to dryness. The residual solid is recrystallized from aqueous methanol to give 2.03 g. (87% yield) of trans N-[4-(p-aminophenyl)cyclohexyl]acetamide having a melting point of 195° to 196.5° C.

Workup

  1. additionA mixture of 2.62 g
  2. customis absorbed
  3. customThe catalyst is removed on
  4. filtrationa filter
  5. customthe filtrate evaporated to dryness
  6. customThe residual solid is recrystallized from aqueous methanol
  7. customto give 2.03 g

Sources & evidence

ORD record
ord-f152d432f3ab49fe9ea7e8cb6819f930
Source dataset
uspto-grants-1976_06
Patent number
US03960961

Reaction notes

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