2-(2-(Hydroxymethyl)-5-nitrophenyl)ethanol → 2-(5-Amino-2-hydroxymethylphenyl)-ethanol
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]=1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
Pt-C (50% water wet, 200 mg) was added to a THF (40 mL) solution of 2-(2 hydroxymethly-5-nitro-phenyl)-ethanol (1.0 g, 5 mmol) and the reaction hydrogenated at 50 psi for 2 hrs. NMR showed complete reaction to form 2-(5-amino-2-hydroxymethyl-phenyl)-ethanol (compound (9) in Scheme 3);
Workup
- customthe reaction hydrogenated at 50 psi for 2 hrs
- customreaction
Sources & evidence
- ORD record
- ord-7f95fe9e92ec45dab580362c961d600e
- Source dataset
- uspto-grants-1999_07
- Patent number
- US05919795
Reaction notes
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