4-Methylsulfonylbenzylamine → HCID 23060817, compound

HRID 750124Notes

Reaction equation

HRID 750124 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[CH2:22][CH:14]1[CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>CC(O)C>[CH3:1][S:2]([C:5]1[CH:12]=[CH:11][C:8]([CH2:9][NH:10][CH2:22][CH:14]([OH:13])[CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[CH:7][CH:6]=1)(=[O:3])=[O:4]

Participants

4

Reactant 2

HCID 574214-MethylsulfonylbenzylamineHCID 948262-(Phenylmethyl)oxirane

Product 1

HCID 23060817HCID 23060817, compoundYield 45%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A solution (60 ml) of 4-methanesulfonylbenzylamine (5.8 g) and (2,3-epoxypropyl)benzene (5.0 g) in 2-propanol was heated under reflux for 12 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 (4.5 g).

Workup

  1. temperatureunder reflux for 12 hrs
  2. concentrationThe reaction mixture was concentrated under reduced pressure
  3. customthe obtained residue was purified by silica gel column chromatography (ethyl acetate-ethyl acetate:methanol=10:1)

Sources & evidence

ORD record
ord-0b5867ca85fd446793f191e0995dc588
Source dataset
uspto-grants-2008_07
Patent number
US07402595B2

Reaction notes

Loading…