Acetic Acid → 4-(Chloromethyl)-2-fluoropyridine

N-Chlorosuccinimide (8.8 g, 66 mmol), acetic acid (0.15 mL) and benzoyl peroxide (220 mg, 0.91 mmol) were added to a solution of 2-fluoro-4-picoline (5.0 g, 45 mmol) in acetonitrile (25 mL) at room temperature, and the mixture was refluxed for 2 hours. The reaction mixture was cooled to room temperature, water (200 mL) was added thereto, and then the mixture was extracted with ethyl acetate (300 mL). The organic layer was washed with brine (200 mL) and dried over anhydrous magnesium sulfate. The organic layer was evaporated under reduced pressure, hexane/ethyl acetate (1:1) was added to the resulting residue, and then the insoluble matter was filtered out. The filtrate was evaporated under reduced pressure to give 6.5 g of the title reference compound as a crude product.

1. temperaturethe mixture was refluxed for 2 hours
2. extractionthe mixture was extracted with ethyl acetate (300 mL)
3. washThe organic layer was washed with brine (200 mL)
4. dry with materialdried over anhydrous magnesium sulfate
5. customThe organic layer was evaporated under reduced pressure, hexane/ethyl acetate (1:1)
6. additionwas added to the resulting residue
7. filtrationthe insoluble matter was filtered out
8. customThe filtrate was evaporated under reduced pressure

ORDレコード

ord-eaf72b2f6f154f8296840a9c4356c0c1

出典データセット

uspto-grants-2009_06

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US07544703B2