Acetic acid, 2-chloro-2,2-difluoro-, ethyl ester → 2-Chloro-1-methyl-4-(trifluoromethyl)benzene

温度

116 °C

2-Chloro-4-iodotoluene (22.0 g) was dissolved in N,N-dimethylformamide (110 ml), and copper(I) iodide (49.8 g), ethyl chlorodifluoroacetate (37.8 g) and potassium fluoride (15.2 g) were added. The mixture was stirred at internal temperature of 116° C. for 70 hr. The reaction mixture was filtered through celite. Water (11 ml) and diethyl ether (110 ml) were added to the filtrate under ice-cooling and the mixture was filtered through celite. The filtrate was separated and the aqueous layer was extracted again with diethyl ether (110 ml). The organic layers were combined and washed with saturated brine (110 ml), dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to give 2-chloro-4-trifluoromethyltoluene (23.0 g) as a brown oil.

1. filtrationThe reaction mixture was filtered through celite
2. additionWater (11 ml) and diethyl ether (110 ml) were added to the filtrate under ice-
3. temperaturecooling
4. filtrationthe mixture was filtered through celite
5. customThe filtrate was separated
6. extractionthe aqueous layer was extracted again with diethyl ether (110 ml)
7. washwashed with saturated brine (110 ml)
8. dry with materialdried over anhydrous magnesium sulfate
9. concentrationconcentrated under reduced pressure

ORDレコード

ord-514e9fe295fa4787bbb81b8bacad9201

出典データセット

uspto-grants-2006_06

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US07060721B1