M-Cresol → 1-(Difluoromethoxy)-3-methylbenzene
Reaction equation
Cl[CH:2]([F:4])[F:3].[CH:5]1[C:10]([OH:11])=[CH:9][CH:8]=[CH:7][C:6]=1[CH3:12].[OH-].[Na+].O1CCOCC1>O>[F:3][CH:2]([O:11][C:10]1[CH:5]=[C:6]([CH3:12])[CH:7]=[CH:8][CH:9]=1)[F:4]Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 68 °C
Procedure
260 Parts by weight of chlorodifluoromethane are passed, over 1.5 hours, into a stirred mixture of 221 parts by weight of m-cresol, 412 parts by weight of sodium hydroxide, 600 parts by volume of 1,4-dioxane and 500 parts by volume of water, at 67°-70° C. After stirring for 45 minutes at 68° C., the reaction mixture is cooled, diluted with 1,000 parts by volume of water and extracted four times with 200 parts by volume of ether. After drying the ether phase, concentrating under reduced pressure and distilling, 172 parts by weight of m-tolyl difluoromethyl ether of boiling point 64°-67° C./24.7 mbar are obtained.
Workup
- temperaturethe reaction mixture is cooled
- extractionextracted four times with 200 parts by volume of ether
- dry with materialAfter drying the ether phase
- concentrationconcentrating under reduced pressure
- distillationdistilling
Sources & evidence
- ORD record
- ord-47278c15f6144aeb952ab35f213c08bc
- Source dataset
- uspto-grants-1982_02
- Patent number
- US04315766
Reaction notes
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