2-(1,3-Dioxolan-2-yl)ethyltriphenylphosphonium bromide

Chemical Properties

Pale yellow powder

Uses

Reactant for:

• Wittig olefination
• Preparationof ligands for histamine receptor binding with H3/H4 subtype selectivity
• Preparation of dual inhibitors of phosphodiesterase-4 and serotonin reuptake

Uses

suzuki reaction

reaction suitability

reaction type: C-C Bond Formation

Synthesis

In a 100ml four-necked flask equipped with reflux condenser tube (gas absorption device at the top), dropping funnel, stirrer, add 20ml of water, slowly add 24ml of concentrated sulfuric acid, cool down and then add 2-(2-hydroxyethyl)-1,3-dioxane, mix well and then add 20g of finely ground sodium bromide, heated to reflux for 1h. Cool down and then converted to decompression distillation device, reduce the pressure to 6mmHg, collect the crude product. 90-100 when the fraction, the crude product. The crude product was poured into a separatory funnel, 20 ml of water was added to wash out the aqueous layer, the organic phase was poured into another dry separatory funnel, washed with 10 ml of concentrated sulfuric acid to separate out the acid layer, and the organic phase was washed with 20 ml of water and 20 ml of saturated sodium bicarbonate solution, respectively, to obtain the pure product of 2-(1,3-dioxolan-2-yl)ethyltriphenylene. In a 100 ml four-necked flask equipped with a thermometer and a stirrer, 10 g of triphenylphosphine, 10.5 g of 2-(2-bromoethyl)-1,3-dioxane were added, and heated at 100C under the protection of N2 for 12 h. The reaction was then dispersed with ether and placed in dry ethyl acetate to form crystals by precipitating twice with ether. Recrystallization was carried out with a mixed solvent of ethyl acetate and ether to obtain the target compound 2-(1,3-dioxolan-2-yl)ethyltriphenylphosphonium bromide.