Reacción #1145339

Ecuación de reacción

2-(2-bromoethyl)-1,3-dioxane

5-norbornene-2-carbaldehyde

ammonium chloride

→

3-(1,3-dioxan-2-yl)-1-(5-norbornen-2-yl)-1-propanol

Rendimiento 95.2%

Disolventes

tetrahydrofuran

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroreaction
2. 2
   ExtracciónAfter diethyl ether extraction
3. 3
   Lavadothe organic layer was successively washed with water, saturated sodium bicarbonate water and saturated sodium chloride water
4. 4
   Secadodried over anhydrous sodium sulfate
5. 5
   Concentraciónconcentrated in vacuum
6. 6
   workup.DISTILLATIONIt was further purified by vacuum distillation

Procedimiento

A Grignard reagent was customarily prepared from 36.2 g of 2-(2-bromoethyl)-1,3-dioxane in 200 ml of dry tetrahydrofuran. Then 19.5 g of 5-norbornene-2-carbaldehyde was added dropwise over 30 minutes to the Grignard reagent at 20° C. Stirring was continued for 30 minutes whereupon the reaction solution was added to a saturated aqueous solution of ammonium chloride to stop reaction. After diethyl ether extraction, the organic layer was successively washed with water, saturated sodium bicarbonate water and saturated sodium chloride water, dried over anhydrous sodium sulfate, and concentrated in vacuum. It was further purified by vacuum distillation, obtaining 36.2 g of 3-(1,3-dioxan-2-yl)-1-(5-norbornen-2-yl)-1-propanol (boiling point 125° C./27 Pa, yield 95%).

Fuente