Dimethyl Sulfate → Methyl 2-fluoro-6-iodobenzoate

Temperatur

50 °C

To a 200 mL round-bottomed flask were added 2-fluoro-6-iodo-benzoic acid (7.5 g, 28.2 mmol), LiOH.H2O (1.42 g, 33.8 mmol), and THF (100 mL). The resulting mixture was warmed to 50° C. and stirred for 2 h. Dimethyl sulfate (4.03 mL, 42.3 mmol) was then added and the mixture was warmed to 65° C. After 2 h, the mixture was cooled to room temperature and NH4Cl(aq) (50 mL, 13 wt % solution) was added. The two resulting layers were thoroughly mixed and then separated. The organic layer was dried over MgSO4, filtered, and concentrated under reduced pressure to a light brown oil (7.79 g, 99% yield). 1H NMR (400 MHz, CDCl3): 7.68-7.60 (m, 1H), 7.15-7.06 (m, 2H), 3.98 (s, 3H).

1. temperaturethe mixture was warmed to 65° C
2. waitAfter 2 h
3. temperaturethe mixture was cooled to room temperature
4. additionThe two resulting layers were thoroughly mixed
5. customseparated
6. dry with materialThe organic layer was dried over MgSO4
7. filtrationfiltered

ORD-Eintrag

ord-ba4c3e68549b4aebb9ecf629eb018657

Quelldatensatz

uspto-grants-2014_02

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08653263B2