反应详情

温度

0 °C

Titanium (IV) chloride (3.9 ml) was added dropwise to stirred dry 1,2-dimethoxyethane (68 ml) cooled to 0° C. under nitrogen. The temperature was maintained at 0° C. and powdered sodium borohydride (2.7 g) was added. A solution of 1-[1-(4-chlorophenyl)cyclobutyl]-3-ethyl-3-hydroxypentan-1-one oxime (5.2 g) in dry 1,2-dimethoxyethane (17 ml) was then added dropwise under nitrogen and the mixture stirred for 30 minutes at 0° C. and then at ambient temperature for 14 hours. After cooling the mixture to 0° C., water (170 ml) was added dropwise and the mixture basified with aqueous ammonia solution (S. G. 0.880) with cooling. The resulting solution was extracted with ether and the extracts washed with brine and dried. Removal of the solvents by evaporation in vacuo gave an oil which was distilled (b.p 150/0.05 mm) to give 1-[1-(4-chlorophenyl)cyclobutyl]-3-ethyl-1-iminopentan-3-ol.

1. temperatureThe temperature was maintained at 0° C.
2. waitat ambient temperature for 14 hours
3. temperatureAfter cooling the mixture to 0° C.
4. temperaturewith cooling
5. extractionThe resulting solution was extracted with ether
6. washthe extracts washed with brine
7. customdried
8. customRemoval of the solvents
9. customby evaporation in vacuo
10. customgave an oil which
11. distillationwas distilled (b.p 150/0.05 mm)