Reacción #356927

Ecuación de reacción

3,5-dimethyl-aniline

2-bromo-ethanol

K2CO3

→

2-(3,5-dimethyl-phenylamino)-ethanol

Rendimiento 34.8%

Disolventes

CH3CN

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaThe reaction was cooled down to room temperature
2. 2
   Otrothe solvent was evaporated
3. 3
   Lavadowashed with a saturated solution of K2CO3 in water
4. 4
   OtroThe organic layer was separated
5. 5
   Secadodried (over MgSO4)
6. 6
   Filtraciónfiltered
7. 7
   Otrothe solvent was evaporated until dryness
8. 8
   OtroThe residue was purified by column chromatography over silica gel (eluent: CH2Cl2/CH3OH/NH4OH 98/2/0.1; 20-45 μm)
9. 9
   OtroThe pure fractions were collected
10. 10
    Otrothe solvent was evaporated

Procedimiento

A mixture of 3,5-dimethyl-aniline (0.04 mol), 2-bromo-ethanol (0.033 mol) and K2CO3 (0.033 mol) in CH3CN (50 ml) was stirred at 80° C. for 12 hours. The reaction was cooled down to room temperature and the solvent was evaporated. The residue was taken up in CH2Cl2/CH3OH (95/5) and washed with a saturated solution of K2CO3 in water. The organic layer was separated, dried (over MgSO4), filtered and the solvent was evaporated until dryness. The residue was purified by column chromatography over silica gel (eluent: CH2Cl2/CH3OH/NH4OH 98/2/0.1; 20-45 μm). The pure fractions were collected and the solvent was evaporated, yielding 1.9 g of 2-(3,5-dimethyl-phenylamino)-ethanol (29%).

Fuente