Benzyl Alcohol → HCID 67215591, compound

3,3,3-Trifluoropropanoic acid (5 g) in dry THF (50 mL) was treated with N,N-carbonyldiimidazole (7.6 g) and the mixture was stirred at room temperature for 6 h. 2,2-Dimethyl-1,3-dioxane-4,6-dione (5.63 g) and triethylamine (5.4 mL) were added and the mixture was stirred at room temperature for 18 h. Aqueous potassium hydrogen sulphate solution (10% w/v) was added and the mixture was extracted with diethyl ether. The organic layer was separated and washed with water, then brine and dried over sodium sulphate and filtered. The solvent was concentrated in vacuo to yield a pale yellow solid. Toluene was added, followed by benzyl alcohol. The mixture was heated at 80° C. for 6 h and was then concentrated in vacuo. Purification by flash chromatography (eluent 5:95 ethyl acetate/isohexane) yielded the title compound as a beige solid (3.1 g).

1. stirringthe mixture was stirred at room temperature for 18 h
2. extractionthe mixture was extracted with diethyl ether
3. customThe organic layer was separated
4. washwashed with water
5. dry with materialbrine and dried over sodium sulphate
6. filtrationfiltered
7. concentrationThe solvent was concentrated in vacuo
8. customto yield a pale yellow solid
9. temperatureThe mixture was heated at 80° C. for 6 h
10. concentrationwas then concentrated in vacuo
11. customPurification by flash chromatography (eluent 5:95 ethyl acetate/isohexane)

ORD record

ord-422c228e02824873aae143a40a41c313

Source dataset

uspto-grants-2011_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07956070B2