Methyl trifluoroacetate → 2-(trifluoromethyl)-4H-pyran-4-one

To a mixture of KOtBu (729 mg, 6.49 mmol) in diethyl ether (10 mL) at 5° C. were added methyl 2,2,2-trifluoroacetate (767 mg, 5.99 mmol) and (E)-4-methoxybut-3-en-2-one (500 mg, 4.99 mmol). The reaction mixture was stirred at rt for 3 h, then quenched with water and extracted with ether. Combined organic parts were dried over Na2SO4, filtered and concentrated. The residue was dissolved in isopropanol (150 mL) and 35% solution of hydrochloric acid (0.5 mL) and refluxed for 45 min. Then the solution was concentrated to remove alcohol and fractionated at reduced pressure to get the title product as yellow oil.

1. customquenched with water
2. extractionextracted with ether
3. dry with materialCombined organic parts were dried over Na2SO4
4. filtrationfiltered
5. concentrationconcentrated
6. dissolutionThe residue was dissolved in isopropanol (150 mL)
7. temperature35% solution of hydrochloric acid (0.5 mL) and refluxed for 45 min
8. concentrationThen the solution was concentrated
9. customto remove alcohol

ORD record

ord-80e5ed98aa3f44d8b7a9ff657b06454f

Source dataset

uspto-grants-2015_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09051325B2