2-(4-Nitrophenyl)propane-1,2,3-triol → 2-(4-Aminophenyl)propane-1,2,3-triol

HRID 1842978Notes

Reaction equation

HRID 1842978 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]([OH:15])([CH2:13][OH:14])[CH2:11][OH:12])=[CH:6][CH:5]=1)([O-])=O>C(O)C.[Pd]>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([C:10]([OH:15])([CH2:13][OH:14])[CH2:11][OH:12])=[CH:8][CH:9]=1

Participants

4

Reactant 1

HCID 708164752-(4-Nitrophenyl)propane-1,2,3-triol

Product 1

HCID 866721652-(4-Aminophenyl)propane-1,2,3-triolYield 95.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a stirred solution of 2-(4-nitrophenyl)propane-1,2,3-triol (1.1 g, 5.164 mmol, 1.0 eq) in ethanol (25 mL) was added 10% Pd/C (200 mg) and the mixture was stirred under a H2 gas balloon at RT for 1 h. The reaction mixture was passed through a celite bed and the solvent of the filtrate was evaporated to get 2-(4-aminophenyl)propane-1,2,3-triol (900 mg, 95%, solid; TLC system: MeOH/CHCl3 (1:9), Rf: 0.3).

Workup

  1. customthe solvent of the filtrate was evaporated

Sources & evidence

ORD record
ord-3d1afbde8bf344d8a9b8e0ba89fdb51f
Source dataset
uspto-grants-2015_02
Patent number
US08946204B2

Reaction notes

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