Bromide ion → 4,4,4-Trifluoro-2-methylbutan-2-ol
Reaktionsgleichung
[Br-].[F:2][C:3]([F:9])([F:8])[CH2:4][C:5](=[O:7])[CH3:6].[CH2:10](OCC)C>>[F:2][C:3]([F:9])([F:8])[CH2:4][C:5]([CH3:10])([OH:7])[CH3:6]Komponenten
4
Versuchsvorschrift
Methylmaganesium bromide (1.454 mL, 4.36 mmol) was added dropwise via syringe to a solution of 4,4,4-trifluorobutan-2-one (500 mg, 3.97 mmol) in Diethyl ether (25 mL) at 0° C. and stirred at this temp for 1 hr before warming up to RT. The reaction was quenched with sat. ammonium chloride and extracted with ether. The organic layer was washed with brine, collected, dried over MgSO4, filtered and partially evaporated to give the crude product 4,4,4-trifluoro-2-methylbutan-2-ol (500 mg, 89% yield) as an oil. 1H NMR (400 MHz, CHLOROFORM-d) δ 2.34 (q, J=11.5 Hz, 2H), 1.88 (br. s, 1H), 1.37 (d, J=0.8 Hz, 6H).
Aufarbeitung
- customThe reaction was quenched with sat. ammonium chloride
- extractionextracted with ether
- washThe organic layer was washed with brine
- customcollected
- dry with materialdried over MgSO4
- filtrationfiltered
- custompartially evaporated
Quellen und Nachweise
- ORD-Eintrag
- ord-168d0f9c1cc6473fabc0a1e3b56a1cce
- Quelldatensatz
- uspto-grants-2015_02
- Patentnummer
- US08957203B2
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