1,8-Diazabicyclo(5.4.0)undec-7-ene → 5-(Trifluoromethyl)benzo[b]thiophene

Temperatur

200 °C

A mixture of 5-trifluoromethyl-benzo[b]thiophene-2-carboxylic acid (2.00 g, 8.12 mmol) and 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) (5.0 mL, 34 mmol) in DMA (13 mL) was heated via microwave irradiation at 200° C. for 1 h. The reaction was cooled to rt, diluted with HCl (1 N aq., 20 mL) and extracted with EtOAc (20 mL). The organic layer was washed with water (10 mL), dried (Na2SO4) and concentrated. The residue was taken up in Et2O (25 mL) and washed with water (25 mL). The aqueous layer was extracted with Et2O (10 mL×2). The combined Et2O layers were dried (Na2SO4) and concentrated. The crude material was purified (FCC) to yield the title compound (1.22 g, 74%).

1. temperatureThe reaction was cooled to rt
2. extractionextracted with EtOAc (20 mL)
3. washThe organic layer was washed with water (10 mL)
4. dry with materialdried (Na2SO4)
5. concentrationconcentrated
6. washwashed with water (25 mL)
7. extractionThe aqueous layer was extracted with Et2O (10 mL×2)
8. dry with materialThe combined Et2O layers were dried (Na2SO4)
9. concentrationconcentrated
10. customThe crude material was purified (FCC)

ORD-Eintrag

ord-0c323f83306e40089a78efb900a26d77

Quelldatensatz

uspto-grants-2013_12

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08598202B2