Chlorodifluoromethane → HCID 15058618, compound

Chlorodifluoromethane was bubbled into a stirred solution of 6.6 grams (0.036 mole) of 2-(2-fluoroethoxy)phenyl formate, 12.0 grams (0.215 mole) of potassium hydroxide, and 0.1 gram (0.00038 mole) of 18-crown-6 in 150 ml of tetrahydrofuran for 10 minutes. The resultant solution was heated at reflux for approximately 18 hours. The reaction mixture was cooled and was diluted with water. Evaporization of most of the solvent under reduced pressure left a solid residue. This residue was dissolved in a 3 N aqueous sodium hydroxide solution. The basic solution was extracted with three 100 ml portions of methylene chloride, and the extracts were combined. The extract was washed with an aqueous saturated sodium chloride solution. The washed extract was dried over anhydrous magnesium sulfate and filtered. The filtrate was evaporated under reduced pressure leaving a residue. This residue was purified by column chromatography on silica gel, eluting with diethyl ether:n-hexane(1:1), to yield 3.3 grams of 2-fluoroethyl 2-difluoromethoxyphenyl ether.

1. temperatureat reflux for approximately 18 hours
2. temperatureThe reaction mixture was cooled
3. waitEvaporization of most of the solvent under reduced pressure left a solid residue
4. extractionThe basic solution was extracted with three 100 ml portions of methylene chloride
5. washThe extract was washed with an aqueous saturated sodium chloride solution
6. extractionThe washed extract
7. dry with materialwas dried over anhydrous magnesium sulfate
8. filtrationfiltered
9. customThe filtrate was evaporated under reduced pressure
10. customleaving a residue
11. customThis residue was purified by column chromatography on silica gel
12. washeluting with diethyl ether:n-hexane(1:1)

ORD record

ord-f818a3d4a4c24782b9066d7f0a90fe9f

Source dataset

uspto-grants-1990_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04960884