Diethyl Ether → 128230-71-7

0.23 mol of diborane is produced from 6.7 g (0.18 mol) of sodium borohydride and 33 g (0.23 mol) of boron trifluoride etherate in 130 ml of diglyme, and, with the aid of a stream of nitrogen, is passed into a stirred solution of 30 g (0.25 mol) of 2,2-di-fluoro-1-methyl-1-vinyl-cyclopropane in 300 ml of dry diethyl ether, at room temperature. The reaction mixture is stirred for one hour more at room temperature and concentrated by stripping off the solvent and the excess alkene under reduced pressure. The residue which remains is taken up in 50 ml of diethyl ether, and 130 ml of 10% strength aqueous sodium hydroxide solution are added. 134 ml of a 30% strength aqueous hydrogen peroxide solution are added dropwise to this mixture at room temperature and with stirring. Stirring is continued for an hour at room temperature, the mixture is extracted several times using diethyl ether, and the combined organic phases are dried and distilled under reduced pressure. In this manner, 13 g (55% of theory) of 2-(2,2-difluoro-1-methyl-cyclopropyl)-ethanol are obtained in form of a liquid of boiling point 65°-67° C./20 torr.

1. concentrationconcentrated
2. addition130 ml of 10% strength aqueous sodium hydroxide solution are added
3. addition134 ml of a 30% strength aqueous hydrogen peroxide solution are added dropwise to this mixture at room temperature
4. stirringwith stirring
5. stirringStirring
6. waitis continued for an hour at room temperature
7. extractionthe mixture is extracted several times
8. customthe combined organic phases are dried
9. distillationdistilled under reduced pressure

ORD record

ord-d4e81d9571c34837a3d607f131b91056

Source dataset

uspto-grants-1993_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05264632