Diiodomethane → HCID 57785487, compound

Temperature

0 °C

A round bottom flask (fitted with glass inlet and outlet) was charged with 60 ml DCM followed by Et2Zn (60 mmol, 60 ml, 1 M in hexane) and cooled to 0° C. TFA (60 mmol, 4.62 ml dissolved in 30 ml DCM) was slowly added to the stirring solution. The reaction was stirred for 20 minutes, followed by addition of CH2I2 (60 mmol, 4.83 ml dissolved in 20 ml DCM) and 20 minutes further stirring. At this point, (1-Difluoromethyl-vinyloxy)-triisopropyl-silane DCM (11.98 mmol, 3 g dissolved in 30 mL) was added and the mixture warmed to rt and stirred for 1 hour. The reaction was then quenched with 1 N HCl and water and extracted two times with hexane. The combined organics were washed with saturated NaHCO3 and dried over sodium sulfate and concentrated, providing (1-difluoromethyl-cyclopropoxy)-triisopropyl-silane which was used crude in the next reaction.

1. customA round bottom flask (fitted with glass inlet and outlet)
2. stirringfurther stirring
3. temperaturethe mixture warmed to rt
4. stirringstirred for 1 hour
5. customThe reaction was then quenched with 1 N HCl and water
6. extractionextracted two times with hexane
7. washThe combined organics were washed with saturated NaHCO3
8. dry with materialdried over sodium sulfate
9. concentrationconcentrated

ORD record

ord-8c66f1a70f6f48c1aa7120660dfe7ab4

Source dataset

uspto-grants-2013_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08513186B2