Thioanisole → 2-(4-Bromophenyl)-1-[4-(methylthio)phenyl]ethanone

温度

90 °C

4-Bromophenylacetic acid (10.8 g, 0.050 mol) was disolved in thionyl chloride (50 mL) and stirred for 30 min at 90° C. The mixture was concentrated and the residual oil was disolved in carbon disulfide (100 mL) and thioanisole (12.5 g, 0.10 mol) was added and the mixture was cooled to 0° C. and AlCl3 (14.7 g, 0.11 mol) was added portionwise. The mixture was stirred at room temperature for 16 h. The resultant dark green suspension was poured into ice water (150 mL) and extracted with CH2Cl2 (150 mL×2), washed with aqueous saturated NaHCO3 (50 mL), dried over MgSO4, and concentrated in vacuo gave the solid. The solid was suspended in ether and collected by filtration to give the title compound (8.4 g, 46%).

1. concentrationThe mixture was concentrated
2. temperaturethe mixture was cooled to 0° C.
3. stirringThe mixture was stirred at room temperature for 16 h
4. extractionextracted with CH2Cl2 (150 mL×2)
5. washwashed with aqueous saturated NaHCO3 (50 mL)
6. dry with materialdried over MgSO4
7. concentrationconcentrated in vacuo
8. customgave the solid
9. filtrationcollected by filtration

ORDレコード

ord-27033eb6f8eb4fa49fd9598ab91f58ea

出典データセット

uspto-grants-2005_09

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US06949536B2