2-(2-(Hydroxymethyl)-5-nitrophenyl)ethanol → 2-(5-Amino-2-hydroxymethylphenyl)-ethanol

HRID 1954423Notes

Reaction equation

HRID 1954423 reaction equation
[OH:1][CH2:2][C:3]1[CH:8]=[CH:7][C:6]([N+:9]([O-])=O)=[CH:5][C:4]=1[CH2:12][CH2:13][OH:14]>[Pt].C1COCC1>[NH2:9][C:6]1[CH:7]=[CH:8][C:3]([CH2:2][OH:1])=[C:4]([CH2:12][CH2:13][OH:14])[CH:5]=1

Participants

4

Reactant 1

HCID 107265862-(2-(Hydroxymethyl)-5-nitrophenyl)ethanol

Product 1

HCID 232961822-(5-Amino-2-hydroxymethylphenyl)-ethanol

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

Pt-C (50% water wet, 200 mg) was added to a THF (40 mL) solution of 2-(2-hydroxymethyl-5-nitrophenyl)-ethanol (1.0 g, 5 mmol) and the mixture was hydrogenated at 50 psi for 2 hrs. NMR showed complete reaction to form 2-(5-amino-2-hydroxymethyl-phenyl)-ethanol (compound (14) in Scheme 3).

Workup

  1. customreaction

Sources & evidence

ORD record
ord-09becfcd60114b08b4fe2e726a4482c7
Source dataset
uspto-grants-2000_09
Patent number
US06121283

Reaction notes

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