HCID 21951129, compound → 2-[(2-Amino-2-methylpropyl)amino]ethan-1-ol

HRID 1770739Notes

Reaction equation

HRID 1770739 reaction equation
[CH3:1][C:2]([N+:9]([O-])=O)([CH3:8])[CH2:3][NH:4][CH2:5][CH2:6][OH:7]>CO.[Ni].O>[NH2:9][C:2]([CH3:8])([CH3:1])[CH2:3][NH:4][CH2:5][CH2:6][OH:7]

Participants

5

Reactant 1

HCID 21951129HCID 21951129, compound

Product 1

HCID 2268402-[(2-Amino-2-methylpropyl)amino]ethan-1-olYield 93.3%

Reagents, catalysts & solvents 3

HCID 935NickelCatalystHCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a solution of 2-((2-methyl-2-nitropropyl)amino)ethanol (9.7 g, 60 mmol) in Methanol (65 ml) was added a slurry of 50% Raney Nickel® in H2O (3 ml). The vessel was pressurized with H2 (450 psi) and the suspension stirred for 48 h. The mixture was filtered through Celite® and concentrated in vacuo to give 7.4 g of a crude liquid, which was used directly in the next step without purification. LRMS (ESI/APCI) m/z 133 [M+H]+.

Workup

  1. filtrationThe mixture was filtered through Celite®
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-b59e350e35a446208ddf91bc5d85f049
Source dataset
uspto-grants-2016_02
Patent number
US09248117B2

Reaction notes

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