Hydrogen Bromide → 1-Bromo-4-(pentafluoro-lambda6-sulfanyl)benzene

Temperatur

0 °C

5.0 g of 4-pentafluorosulfanylaniline were dissolved in 20 ml of acetic acid and, at 0° C., a saturated aqueous HBr solution was added. Then at 0° C., a solution of 1.9 of NaNO2 in 5 ml of water was slowly added dropwise over the course of 5 minutes. The reaction mixture was stirred at 0° C. for 10 minutes and then added in portions to a suspension of 6.5 g of CuBr in 20 ml of a half-saturated aqueous HBr solution at 0° C. Nitrogen is liberated during this. The mixture was stirred at 0° C. for 30 minutes and then at RT for 1 h. It was subsequently extracted 3 times with 100 ml of HEP each time, and then the HEP was washed twice with 50 ml of a saturated aqueous Na2CO3 solution each time. The residue after drying over MgSO4 and removal of the solvent in vacuo was chromatographed on silica gel with HEP. 1.8 g of a colorless oil were obtained.

1. stirringThe mixture was stirred at 0° C. for 30 minutes
2. waitat RT for 1 h
3. extractionIt was subsequently extracted 3 times with 100 ml of HEP each time
4. washthe HEP was washed twice with 50 ml of a saturated aqueous Na2CO3 solution each time
5. dry with materialThe residue after drying over MgSO4 and removal of the solvent in vacuo
6. customwas chromatographed on silica gel with HEP

ORD-Eintrag

ord-3a13b5d4ae5c4b79adb29fb528a7b073

Quelldatensatz

uspto-grants-2008_06

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07381841B2