Ethanol → HCID 59721661, compound

According to scheme (16) above, in a flask that can be equipped with an agitator, thermocouple and a reflux condenser, 30 grams (67 mmol) of 1,1,1,2-tetrafluoro-2,4-bis(trifluoromethyl)-8-iodooctane (see, e.g. Published International Patent Applications), 35 ml of absolute ethanol, 9.8 grams of potassium thiocyanate (KSCN) and 1.4 ml of glacial acetic acid (HOAc) can be placed to form a mixture. The mixture can be heated to reflux (about 84.7 C) and maintained for overnight while stirring. The mixture can be observed as a light yellow slurry and can be concentrated in vacuo to afford a viscous yellow slurry. The slurry cab be extracted with 300 mL of diethyl ether, (decanted twice) and filtered to afford a wet cake and a filtrate. The wet cake can be washed with three 100 mL portions of diethyl ether wherein the collected washings can be combined with the filtrate and concentrated in vacuo to afford 25.28 grams (99.5% yield) of the 1,1,1,2-tetrafluoro-2,4-bis(trifluoromethyl)-8-thiocyanatooctane product that can be observed as a light yellow oil. The product structure can be confirmed by NMR and/or chromatographic analysis.

1. customcan be equipped with an agitator
2. customto form a mixture
3. temperatureThe mixture can be heated
4. temperatureto reflux (about 84.7 C)
5. temperaturemaintained for overnight
6. concentrationcan be concentrated in vacuo
7. customto afford a viscous yellow slurry
8. extractionThe slurry cab be extracted with 300 mL of diethyl ether
9. custom(decanted twice) and
10. filtrationfiltered
11. customto afford a wet cake
12. washThe wet cake can be washed with three 100 mL portions of diethyl ether wherein the collected washings
13. concentrationconcentrated in vacuo

ORD record

ord-36d0524ae142471ab5a778dd78894d1c

Source dataset

uspto-grants-2011_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07964553B2