3-Chloropropionyl chloride → 2,2'-Bis(1,3-dioxolane)

First, 80.0 g (0.63 mol) of 3-chloropropionic acid chloride was added dropwise to a solution of 65.0 g (0.21 mol) of the dithiol compound (2-a-21), prepared in EXAMPLE 6, dissolved in 320 g of toluene at 100° C. in 30 minutes. They were allowed to react at 110° C. for 6 hours, with stirring. The reaction mixture was cooled to 25° C., to which 689 g of a 5% aqueous solution of sodium hydrogen carbonate (0.42 mol as sodium hydrogen carbonate) was added. The resultant mixture was stirred for 30 minutes, and treated with 800 g of toluene for extraction. The extract organic phase (toluene solution) was washed with 500 g of pure water 3 times, and the separated organic phase was taken out after the aqueous phase was confirmed to turn neutral. It was distilled under a vacuum to be concentrated while removing toluene, to obtain 80.0 g of a lightly yellowish, transparent liquid as a crude product. The crude product thus prepared was purified by silica gel column chromatography (developing solvent: toluene/chloroform: 90/10), to obtain 82.2 g (0.17 mol) of 2,2′-bi[4-(3-chloropropionyl-thiomethyl)-1,3-dithiolan, which was a lightly yellowish, transparent liquid.

1. customprepared in EXAMPLE 6
2. customto react at 110° C. for 6 hours
3. additionwas added
4. washThe extract organic phase (toluene solution) was washed with 500 g of pure water 3 times
5. distillationIt was distilled under a vacuum
6. concentrationto be concentrated
7. customwhile removing toluene
8. customto obtain 80.0 g of a lightly yellowish, transparent liquid as a crude product
9. customwas purified by silica gel column chromatography (developing solvent: toluene/chloroform: 90/10)

ORD-Eintrag

ord-7877b14bf5884e98bc1b143cb61c74b3

Quelldatensatz

uspto-grants-2004_12

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US06835844B2