1,3-Difluorobenzene → 2-Bromo-1-(2,4-difluorophenyl)propan-1-one

To a mixture of m-difluorobenzene (75 ml) and anhydrous aluminium chloride (115 g) was added dropwise, while stirring, 2-bromopropionyl chloride (100 g) during 50 minutes. The mixture was stirred for 2 hours on an oil bath at 50°-55° C. The reaction mixture was cooled, to which was added methylene chloride (500 ml). The resultant solution was added, in limited amounts, to ice-water (1.5 l) while stirring. The methylene chloride layer was separated, and the aqueous layer was subjected to extraction twice with methylene chloride (100 ml). The methylene chloride layers were combined and washed with water (500 ml), which was dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to leave 2-bromo-2',4'-difluoropropiophenone (142.5 g) as a pale yellow oily product. 1H-NMR (CDCl3) δ: 1.90(3H), 5.25(1H), 6.85~7.06(2H), 7.93~8.05(1H)

1. additionwas added dropwise
2. stirringThe mixture was stirred for 2 hours on an oil bath at 50°-55° C
3. temperatureThe reaction mixture was cooled, to which
4. stirringwhile stirring
5. customThe methylene chloride layer was separated
6. extractionthe aqueous layer was subjected to extraction twice with methylene chloride (100 ml)
7. washwashed with water (500 ml), which
8. dry with materialwas dried over anhydrous magnesium sulfate
9. distillationThe solvent was distilled off under reduced pressure

ORDレコード

ord-d78418588f184544b01802f18354f000

出典データセット

uspto-grants-1995_04

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US05405861