反应详情

A mixture of 7.1 parts of 1-[2-(2,4-dichlorophenyl)-2,2-dimethoxyethyl]-1H-1,2,4-triazole 4-methylbenzenesulfonate, 1.5 parts of (2S,3S)-(+)-2,3-butanediol, 0.7 parts of 4-methylbenzenesulfonic acid and 68 parts of methylbenzene is stirred and refluxed for 3 days. The reaction mixture is cooled and alkalized with a sodium hydroxide solution 20%. The whole is poured onto water and the product is extracted with trichloromethane. The extract is dried, filtered and evaporated. The residue is purified by column-chromatography over silica gel using ethyl acetate as eluent. The pure fractions are collected and the eluent is evaporated. The residue is crystallized from a mixture of 2,2'-oxybispropane and petroleumether (1:1 by volume). The product is filtered off and dried, yielding 1.5 parts (31%) of (+)-(4S,trans)-1-[2-(2,4-dichlorophenyl)-4,5-dimethyl-1,3-dioxolan-2-ylmethyl]-1H-1,2,4-triazole; mp. 82.7° C.; [α]D =+30.47° (c=0.5 % CHCl3).

1. temperaturerefluxed for 3 days
2. temperatureThe reaction mixture is cooled
3. additionThe whole is poured onto water
4. extractionthe product is extracted with trichloromethane
5. customThe extract is dried
6. filtrationfiltered
7. customevaporated
8. customThe residue is purified by column-chromatography over silica gel
9. customThe pure fractions are collected
10. customthe eluent is evaporated
11. customThe residue is crystallized from a mixture of 2,2'-oxybispropane and petroleumether (1:1 by volume)
12. filtrationThe product is filtered off
13. customdried