Thionyl Chloride → 3-Fluoro-4-nitrobenzoyl chloride

Temperatur

110 °C

To a suspension of 3-fluoro-4-nitrobenzoic acid (30 g, 162.0 mmol) in toluene (500 mL) was added SOCl2 (35 mL, 486 mmol). The reaction was heated to 110° C. at which point the reaction became homogeneous. The reaction was stirred at 110° C. for 3 h. The reaction had not gone to completion so an additional portion of SOCl2 (10 mL) was added. The reaction was stirred for an additional 3 h. A small amount of stalling material remained thus a final portion of SOCl2 (10 mL) was added and the reaction was heated for 2 h. The resulting green solution was cooled to room temperature and allowed to stand over night. The reaction mixture was filtered and concentrated in vacuo. Toluene (300 mL) was added to the resulting oil and removed under reduced pressure (2×). The product was used without further purification.

1. additionwas added
2. stirringThe reaction was stirred for an additional 3 h
3. additionwas added
4. temperaturethe reaction was heated for 2 h
5. temperatureThe resulting green solution was cooled to room temperature
6. waitto stand over night
7. filtrationThe reaction mixture was filtered
8. concentrationconcentrated in vacuo
9. additionToluene (300 mL) was added to the resulting oil
10. customremoved under reduced pressure (2×)
11. customThe product was used without further purification

ORD-Eintrag

ord-0976572122114b5288820fdaa9996fc4

Quelldatensatz

uspto-grants-2012_03

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08133995B2