HCID 67047335, compound → 7-Bromobenzo[b]thiophene

Temperature

70 °C

1-Bromo-2-(2-ethoxyvinylsulfanyl)benzene is dissolved in chlorobenzene (50 mL) and the solution is heated to 70° C. PPA (10.5 mL) is then added carefully and the biphasic mixture is heated at 150° C. overnight. The resulting dark syrup is allowed to cool down and the supernatant solvent removed by pipette. Chlorobenzene (15 mL) is added to the residue and heated to 150° C. for 30 min. The solvent is removed again and the residue washed with small amounts of dichloromethane until the washings are clear. The organic fractions are combined and filtered through celite to afford a clear yellow solution. Concentration under vacuum followed by LC using cyclohexane as the eluent provided the title compound as a viscous colourless oil (1.21 g, 35%).

1. additionPPA (10.5 mL) is then added carefully
2. temperaturethe biphasic mixture is heated at 150° C. overnight
3. temperatureto cool down
4. customthe supernatant solvent removed by pipette
5. additionChlorobenzene (15 mL) is added to the residue
6. temperatureheated to 150° C. for 30 min
7. customThe solvent is removed again
8. washthe residue washed with small amounts of dichloromethane until the washings
9. filtrationfiltered through celite
10. customto afford a clear yellow solution
11. concentrationConcentration under vacuum

ORD record

ord-a6d3fca4fab94de0b64a1c827cd48661

Source dataset

uspto-grants-2011_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07915256B2