Ethylene carbonate → HCID 22036399, compound

Temperature

150 °C

A mixture of 2-trifluoromethylphenol (2.00 g, 12.3 mmol), K2CO3 (1.71 g, 12.3 mmol) and ethylene carbonate (1.20 g, 13.6 mmol) in dry DMF (30 mL) was heated at 150° C. for 1 h. After cooling, the reaction was quenched by addition of water (10 mL). The mixture was concentrated in vacuo and the residue partitioned between water (30 mL) and EtOAc (30 mL). The aqueous phase was extracted with additional portions of EtOAc (3×30 mL). The combined organic layers were treated with charcoal, dried over MgSO4, and filtered through Celite. The filtrate was concentrated in vacuo and the remaining oil was purified by chromatography on silica gel using n-hexane/EtOAc (80:20) as eluent to give 0.50 g (20%) of the title product as white crystals: mp 74-77° C. Anal. (C9H9F3O2) C, H.

1. temperatureAfter cooling
2. customthe reaction was quenched by addition of water (10 mL)
3. concentrationThe mixture was concentrated in vacuo
4. customthe residue partitioned between water (30 mL) and EtOAc (30 mL)
5. extractionThe aqueous phase was extracted with additional portions of EtOAc (3×30 mL)
6. additionThe combined organic layers were treated with charcoal
7. dry with materialdried over MgSO4
8. filtrationfiltered through Celite
9. concentrationThe filtrate was concentrated in vacuo
10. customthe remaining oil was purified by chromatography on silica gel

ORD record

ord-50535125e72e4beebb80e5104c6e21a7

Source dataset

uspto-grants-2002_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06465467B1