Oxirane, 2-propyl- → 1-(4-Methanesulfonylbenzylamino)pentan-2-ol

HRID 750121

Reaction equation

HRID 750121 reaction equation
[CH3:1][S:2]([C:5]1[CH:12]=[CH:11][C:8]([CH2:9][NH2:10])=[CH:7][CH:6]=1)(=[O:4])=[O:3].[O:13]1[CH:15]([CH2:16][CH2:17][CH3:18])[CH2:14]1>CO>[CH3:1][S:2]([C:5]1[CH:12]=[CH:11][C:8]([CH2:9][NH:10][CH2:14][CH:15]([OH:13])[CH2:16][CH2:17][CH3:18])=[CH:7][CH:6]=1)(=[O:3])=[O:4]

Participants

4

Reactant 2

HCID 13853Oxirane, 2-propyl-HCID 574214-Methylsulfonylbenzylamine

Product 1

HCID 230607521-(4-Methanesulfonylbenzylamino)pentan-2-olYield 34.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution (50 ml) of 4-methanesulfonylbenzylamine (5.0 g) and 1,2-epoxypentane (2.8 g) in methanol was stirred at room temperature for 96 hrs. The reaction mixture was concentrated under reduced pressure, and the obtained residue was purified by silica gel column chromatography (ethyl acetate-ethyl acetate:methanol=10:1) to give the title compound (2.5 g).

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe obtained residue was purified by silica gel column chromatography (ethyl acetate-ethyl acetate:methanol=10:1)

Sources & evidence

ORD record
ord-2c44bf5e738b40f29830c347e2fc684b
Source dataset
uspto-grants-2008_07
Patent number
US07402595B2

Linked notes

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