Hydrochloric Acid → HCID 118689796, compound

Participants

Reaction Steps

A 5-L flask equipped with a stirrer, thermometer, and nitrogen purging line was charged with 655 g of allyl 4,4-bis(4-allyloxyphenyl)pentanoate and 1,310 g of tetrahydrofuran in a nitrogen atmosphere. Under ice cooling, 605 g of 70 wt % toluene solution of sodium bis(2-methoxyethoxy)aluminumhydride was added dropwise to the solution, followed by stirring at room temperature for 3 hours. Under ice cooling, 1,526 g of 10 wt % hydrochloric acid aqueous solution was added dropwise to quench the reaction. To the reaction solution were added 250 g of ethyl acetate and 750 g of toluene. An organic layer was taken out and washed three times with 500 g of water. The solvent was distilled off from the organic layer, and the residue was dissolved in 1,000 g of toluene, which was sequentially washed with five 300-g portions of 4 wt % sodium hydroxide aqueous solution, 330 g of 2 wt % hydrochloric acid aqueous solution, and four 300-g portions of water. Thereafter, the solvent was distilled off from the organic layer, obtaining 555 g of 4,4-bis(4-allyloxyphenyl)pentanol in crude form.

Provenance & Evidence