tert-Butanol → 1-[3-(1,1-Dimethylethoxy)-2-hydroxypropyl]pyrrolidine

温度

50 °C

A mixture of 100.0 g (1.35 m) of tert.butyl alcohol and 51.4 g (1.35 m) of epichlorohydrin in 240 ml of xylenes was stirred and heated to 50° C. Tin (IV) chloride (3.5 g; 1.6 ml; 0.031 m) was added all at once and the reaction mixture immediately exothermed to about 100° C. The reaction mixture was stirred at about 50° C. for 1.5 hrs then cooled to 5° C. while a mixture of 97 g of 50% sodium hydroxide solution and 195 g of ice was added followed by 115.1 g (1.62 m) of pyrrolidine. The reaction mixture was stirred and heated to reflux for 1 hr. The reaction mixture was cooled to RT, diluted with 1 liter of water and extracted with ether. The ether soluble portion was dried and concentrated in vacuo to give 92.4 g of oil which was distilled at 97.5°-97° C./0.075 mm to yield 63.85 g of the title compound.

1. customimmediately exothermed to about 100° C
2. stirringThe reaction mixture was stirred at about 50° C. for 1.5 hrs
3. additionwas added
4. stirringThe reaction mixture was stirred
5. temperatureheated
6. temperatureto reflux for 1 hr
7. temperatureThe reaction mixture was cooled to RT
8. extractionextracted with ether
9. dry with materialThe ether soluble portion was dried
10. concentrationconcentrated in vacuo

ORDレコード

ord-a628bb901d9b42bc84a06439d0456eed

出典データセット

uspto-grants-1988_02

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US04727072