Ethyl Acetate → 3-(Trifluoromethoxy)anisole

To a suspension of 20.0 g of 3-(trifluoromethoxy)phenol and 23.3 g of K2CO3 (anhydrous) in DMF (100 ml) was added 23.9 g of iodine methane under ice cooling, then the reaction mixture was warmed to room temperature, and was stirred at room temperature for 13 hours. To the reaction solution was added EtOAc (100 ml) and purified water (150 ml), and the resulting mixture was stirred for 30 minutes. After liquid separation, the aqueous layer was extracted with EtOAc (50 ml×2), the combined organic layer was washed with purified water (100 ml×3) and with saturated brine (50 ml) and dried overover MgSO4, then, the drying agent was separated by filtration, and the solvent was removed under reduced pressure to obtain 27.7 g of the title compound (crude form, yellow oil). The present compound was used in the next reaction without purification.

1. custompurified water (150 ml)
2. stirringthe resulting mixture was stirred for 30 minutes
3. customAfter liquid separation
4. extractionthe aqueous layer was extracted with EtOAc (50 ml×2)
5. washthe combined organic layer was washed with purified water (100 ml×3) and with saturated brine (50 ml)
6. dry with materialdried overover MgSO4
7. customthe drying agent was separated by filtration
8. customthe solvent was removed under reduced pressure

ORD record

ord-d83b2692812547bfbbce45e530adebb8

Source dataset

uspto-grants-2011_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08030499B2