1-Chloro-4-(chloromethyl)benzene → 1-(5-Methyl-1,3-dioxan-5-yl)-2-(1,2,4-triazol-1-yl)-3-(4-chlorophenyl)-propan-1-one

Temperatur

25 °C

A solution of 105.5 g (0.5 mole) of 1-(5-methyl-1,3-dioxan-5-yl)-2-(1,2,4-triazol-1-yl)-ethan-1-one in 100 ml of dimethylformamide is added dropwise, at 20°-25° C., to a suspension, stirred under pure nitrogen, of 13.2 g (0.55 mole) of sodium hydride in 100 ml of dry dimethylformamide. The reaction mixture is then stirred for three hours at 25° C., after which a solution of 81 g (0.5 mole) of 4-chlorobenzyl chloride in 50 ml of dimethylformamide is added dropwise and stirring is then continued for 14 hours. 50 ml of ice water are then cautiously added dropwise and the mixture is concentrated under reduced pressure. The residue is partitioned between 400 ml of methylene chloride and 200 ml of water and the organic phase is washed with three times 200 ml of water, dried over Na2SO4 and evaporated down. 112 g (66.8%) of 1-(5-methyl-1,3-dioxan-5-yl)-2-(1,2,4-triazol-1-yl)-3-(4-chlorophenyl)-propan-1-one are obtained as a pale yellow resin.

1. stirringstirring
2. waitis then continued for 14 hours
3. concentrationthe mixture is concentrated under reduced pressure
4. customThe residue is partitioned between 400 ml of methylene chloride and 200 ml of water
5. washthe organic phase is washed with three times 200 ml of water
6. dry with materialdried over Na2SO4
7. customevaporated down

ORD-Eintrag

ord-bc7236ccd955423fbb48b5be287711d8

Quelldatensatz

uspto-grants-1983_05

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US04385925