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 etheral phases were concentrated and distilled in vacuo to give the product (3.33 g, 74%) having a boiling 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 etheral phases were concentrated
9. distillationdistilled in vacuo

ORD record

ord-5390bef8f83d469c87d4be81a5a5a2b1

Source dataset

uspto-grants-1999_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05869426