Reacción #2304287

Ecuación de reacción

3-[(6-bromohexyloxy)methyl]-3-methyloxetane

ethyl 4-hydroxybenzoate

potassium carbonate

dimethylformamide

→

ethyl 4-[6-(3-methyloxetan-3-ylmethoxy)hexyloxy]benzoate

Rendimiento 80.6%

Disolventes

Water

Condiciones de reacción

Tratamiento posterior

1. 1
   ExtracciónThis was extracted with ethyl acetate
2. 2
   Lavadothe organic layer was washed with aqueous 2 N-sodium hydroxide solution and water in that order
3. 3
   Secadodried with anhydrous magnesium sulfate
4. 4
   OtroThe solvent was evaporated away
5. 5
   Otrothe resulting residue was purified through silica gel chromatography (elution solvent:toluene/ethyl acetate=8/2)

Procedimiento

A reaction mixture comprising 84 g of 3-[(6-bromohexyloxy)methyl]-3-methyloxetane, 50 g of ethyl 4-hydroxybenzoate, 50 g of potassium carbonate and 600 ml of dimethylformamide was stirred at 90° C. for 4 hours. Water was added to the reaction mixture and the reaction was stopped. This was extracted with ethyl acetate, and the organic layer was washed with aqueous 2 N-sodium hydroxide solution and water in that order, and then dried with anhydrous magnesium sulfate. The solvent was evaporated away, and the resulting residue was purified through silica gel chromatography (elution solvent:toluene/ethyl acetate=8/2), and 85 g of ethyl 4-[6-(3-methyloxetan-3-ylmethoxy)hexyloxy]benzoate was obtained.

Fuente