Carbon Tetrachloride → 4-Hydroxy-2-(trifluoromethyl)thiophene

Temperature

60 °C

A mixture of 1G (7.75 g) and tetrachloromethane (50 ml) was treated with iodotrimethylsilane (12.30 ml) and heated to 60 ° C. for 12 hours. The reaction mixture was stirred at room temperature for 12 hours. Water (50 ml) was added and the resulting reaction mixture was extracted with dichloromethane three times. The combined organic phases were washed with water and dried. The crude reaction mixture was eluted through hexane (100 g/silica gel) to remove benzyliodide and then with diethyl ether. The ether phases were concentrated and distilled in vacuo to give the product (3.33 g, 74% having point of 65-66 ° C. at 4 mm.

1. customthe resulting reaction mixture
2. extractionwas extracted with dichloromethane three times
3. washThe combined organic phases were washed with water
4. customdried
5. customThe crude reaction mixture
6. washwas eluted through hexane (100 g/silica gel)
7. customto remove benzyliodide
8. concentrationThe ether phases were concentrated
9. distillationdistilled in vacuo
10. customto give the product (3.33 g, 74%
11. custompoint of 65-66 ° C.

ORD record

ord-3e1b8cadc204409b8117e0e4ceb56067

Source dataset

uspto-grants-2000_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06080861