Hexachloroethane → HCID 66608670, compound

Temperature

0 °C

A solution of thieno[3,2-b]thiophene (see Fuller, L.; Iddon, B.; Smith, K. A. J. Chem. Soc. Perkin Trans 1 1997, 3465-3470) (1.27 g) in tetrahydrofuran (30 ml) was cooled to −78° C. under argon atmosphere, and thereto was added dropwise n-butyl lithium (1.59 M hexane solution, 5.70 ml). The mixture was stirred at 0° C. for 30 minutes, and cooled again to −78° C. Added thereto was a solution of hexachloroethane (2.14 g) in tetrahydrofuran (5 ml). The mixture was stirred at the same temperature for one hour, and warmed to 0° C. Added thereto was a saturated aqueous ammonium chloride solution, and the mixture was extracted with ethyl acetate. The solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane) to give 2-Chlorothieno[3,2-b]thiophene (1.19 g) as a solid.

1. temperaturecooled again to −78° C
2. additionAdded
3. stirringThe mixture was stirred at the same temperature for one hour
4. temperaturewarmed to 0° C
5. additionAdded
6. extractionthe mixture was extracted with ethyl acetate
7. customThe solvent was evaporated under reduced pressure
8. customThe residue was purified by silica gel column chromatography (hexane)

ORD record

ord-556bd95d82ed421f8a9ff7b549893c39

Source dataset

uspto-grants-2012_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08222219B2