Reacción #607673

Ecuación de reacción

H2O

3-nitrophenol

potassium carbonate

(S)-4-(chloromethyl)-2,2-dimethyl-1,3-dioxolane

→

(R)-2,2-dimethyl-4-((3-nitrophenoxy)methyl)-1,3-dioxolane

Rendimiento 52.1%

Disolventes

DMF

pentane

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe crude reaction mixture
2. 2
   Extracciónextracted with dichloromethane (3×15 mL)
3. 3
   SecadoThe combined organic layers were dried (Na2SO4)
4. 4
   Concentraciónconcentrated under reduced pressure
5. 5
   OtroThe crude residue was purified by chromatography

Procedimiento

A mixture of 3-nitrophenol 102 (2.00 g, 14.4 mmol), potassium carbonate (4.96 g, 35.9 mmol) and (S)-4-(chloromethyl)-2,2-dimethyl-1,3-dioxolane 103 (2.55 mL, 18.7 mmol) in DMF (20 mL) was heated in a microwave reactor at 160° C. for 4 h. The crude reaction mixture was poured into H2O and extracted with dichloromethane (3×15 mL). The combined organic layers were dried (Na2SO4) and concentrated under reduced pressure. The crude residue was purified by chromatography using ethyl acetate: pentane to obtain (R)-2,2-dimethyl-4-((3-nitrophenoxy)methyl)-1,3-dioxolane 104 (1.90 g, 52% yield) as an amber-colored oil.

Fuente