Reaction #577243

Reaction equation

2-amino-2-[2-(4-benzyloxy-phenyl)-ethyl]-propane-1,3-diol

triethylortho acetate

acetic acid

→

{4-[2-(4-benzyloxy-phenyl)-ethyl]-2-methyl-4,5-dihydro-oxazol-4-yl}-methanol

Solvents

acetonitrile

Conditions

Workup

1. 1
   ConcentrationThe reaction mixture is then concentrated under vacuum

Procedure

To a solution of 2-amino-2-[2-(4-benzyloxy-phenyl)-ethyl]-propane-1,3-diol (31.1 g, 0.10 mol) in acetonitrile (2.381) is added triethylortho acetate (17.1 ml, 0.12 mol, 1.2 eq) and acetic acid (5.48 ml, 0.11 mol, 1.1 eq), the reaction mixture is then stirred at 80° C. for 5 hours. The reaction mixture is then concentrated under vacuum, {4-[2-(4-benzyloxy-phenyl)-ethyl]-2-methyl-4,5-dihydro-oxazol-4-yl}-methanol is isolated after crystallization with ethyl acetate.

Source