HCID 20496709, compound → HCID 20496693, compound

HRID 1074446Notes

Reaction equation

HRID 1074446 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][OH:16])=[CH:6][CH:5]=1)([O-])=O>[Pd].C(O)C>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][OH:16])=[CH:8][CH:9]=1

Participants

4

Reactant 1

HCID 20496709HCID 20496709, compound

Product 1

HCID 20496693HCID 20496693, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution was prepared from 8.5 g of 6-(4-nitrophenyl)hexanol and 150 ml of ethanol and 0.42 g of 10% Pd/C catalyst was added. The resulting mixture was shaken under hydrogen (2.7-3.3 atmospheres) at room temperature for 2 hours. The catalyst was then removed by filtration and the solvent was evaporated from the filtrate to leave a crude tan solid. The solid was recrystallized from ethyl acetate/hexane to give 6-(4-aminophenyl)hexanol.

Workup

  1. additionwas added
  2. customThe catalyst was then removed by filtration
  3. customthe solvent was evaporated from the filtrate
  4. customto leave a crude tan solid
  5. customThe solid was recrystallized from ethyl acetate/hexane

Sources & evidence

ORD record
ord-d313ee34a0984847b93b397f148dec61
Source dataset
uspto-grants-1983_07
Patent number
US04391818

Reaction notes

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