Methylamine → 1-(1,3-Benzoxazol-2-yl)-N-methylmethanamine
Reaction equation
Cl[CH2:2][C:3]1[O:4][C:5]2[CH:11]=[CH:10][CH:9]=[CH:8][C:6]=2[N:7]=1.[CH3:12][NH2:13]>O>[CH3:12][NH:13][CH2:2][C:3]1[O:4][C:5]2[CH:11]=[CH:10][CH:9]=[CH:8][C:6]=2[N:7]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
2-(Chloromethyl)benzoxazole (3.99 g, 23.8 mmol) was dissolved in aqueous methylamine (40 mL, 40 wt % in H2O) at 10° C. under a nitrogen atmosphere. After 20 minutes, the reaction mixture was warmed to room temperature and stirred for 1 hour. The mixture was diluted with water and extracted with methylene chloride. The organic phase was dried (MgSO4) and concentrated to afford crude product which was purified by flash column chromatography (5% MeOH/CH2Cl2) to afford 3.18 g (82%) of pure product as a yellow oil.
Workup
- extractionextracted with methylene chloride
- dry with materialThe organic phase was dried (MgSO4)
- concentrationconcentrated
- customto afford crude product which
- customwas purified by flash column chromatography (5% MeOH/CH2Cl2)
Sources & evidence
- ORD record
- ord-4d3a1ef2010e40fba525942b0186312d
- Source dataset
- uspto-grants-1992_04
- Patent number
- US05104892
Reaction notes
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