4-Nitrophenethyl alcohol → 4-Aminophenethyl alcohol

HRID 129381

Reaction equation

HRID 129381 reaction equation
[N+:1]([C:4]1[CH:12]=[CH:11][C:7]([CH2:8][CH2:9][OH:10])=[CH:6][CH:5]=1)([O-])=O>C(O)C.[Pd]>[OH:10][CH2:9][CH2:8][C:7]1[CH:11]=[CH:12][C:4]([NH2:1])=[CH:5][CH:6]=1

Participants

4

Reactant 1

HCID 74944-Nitrophenethyl alcohol

Product 1

HCID 669044-Aminophenethyl alcoholYield 87.7%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A slurry of 5 g of 4-nitrophenethyl alcohol, 0.58 g of 10% Pd on carbon in 50 mL of absolute ethanol was shaken overnight under 50 psi of H2. The mixture was filtered and concentrated to yield 3.6 g of 4-(2-hydroxyethyl) aniline, mp 101°-102° C.

Workup

  1. filtrationThe mixture was filtered
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-84bb3790b7794231954cde8825badf3b
Source dataset
uspto-grants-1995_11
Patent number
US05468641

Linked notes

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