Reacción #1687633

Ecuación de reacción

methyl nicotinoate

2-amino-2,2,dimethyl-ethanol

water

→

4,4-Dimethyl-2-(3-pyridyl)-oxazoline

Disolventes

toluene

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe solvent was removed in vacuo, 300 ml of water
2. 2
   workup.ADDITIONadded
3. 3
   Extracciónthe aqueous solution extracted with 3×300 ml of dichloromethane
4. 4
   SecadoDrying of the organic phase over magnesium sulphate and evaporation in vacuo
5. 5
   Otrogave a red oil which
6. 6
   Filtraciónwas filtered through silica gel (eluent: methanol/ether=1/19)
7. 7
   OtroRemoval of solvents in vacuo
8. 8
   Otrogave a yellow oil, 86

Procedimiento

A solution of 69 g (0.500 mol) of methyl nicotinoate and 45 g (0.500 mol) of 2-amino-2,2,dimethyl-ethanol in 600 ml of toluene was refluxed with a water separator overnight. The solvent was removed in vacuo, 300 ml of water added, and the aqueous solution extracted with 3×300 ml of dichloromethane. Drying of the organic phase over magnesium sulphate and evaporation in vacuo gave a red oil which was filtered through silica gel (eluent: methanol/ether=1/19). Removal of solvents in vacuo gave a yellow oil, 86. Yield: 30.0 g (0.170 mol, 34%).

Fuente