Phenyl 3-methyl-3-nitrobutane-1-sulfonate → Phenyl 3-amino-3-methylbutane-1-sulfonate

HRID 501244Notes

Reaction equation

HRID 501244 reaction equation
[CH3:1][C:2]([N+:16]([O-])=O)([CH3:15])[CH2:3][CH2:4][S:5]([O:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)(=[O:7])=[O:6]>CO>[NH2:16][C:2]([CH3:15])([CH3:1])[CH2:3][CH2:4][S:5]([O:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)(=[O:7])=[O:6]

Participants

3

Reactant 1

HCID 86616499Phenyl 3-methyl-3-nitrobutane-1-sulfonate

Product 1

HCID 86243860Phenyl 3-amino-3-methylbutane-1-sulfonateYield 96.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

13.42 g of phenyl 3-methyl-3-nitrobutane-1-sulfonate were dissolved in 40 ml of MeOH, and 2.9 g of Raney nickel which had been washed until neutral were added. Hydrogenation was carried out under a pressure of 5 bar of hydrogen at RT for 20 hours. The catalyst was then filtered off and the solvent was removed in vacuo. 11.58 g of an amorphous solid were obtained.

Workup

  1. wash2.9 g of Raney nickel which had been washed
  2. additionuntil neutral were added
  3. filtrationThe catalyst was then filtered off
  4. customthe solvent was removed in vacuo

Sources & evidence

ORD record
ord-337cba16f074494ba572382d361eff0d
Source dataset
uspto-grants-2010_08
Patent number
US07772262B2

Reaction notes

Loading…