反应详情

温度

-20 °C

Tetrahydrofuran (3.0 L), (2,6-dimethyl-phenyl)-methanesulfonic acid (300 g, containing 12% water by KF analysis, or 266 g corrected for water content), and N,N-dimethylformamide (15 g) were combined in a 5 L multi-necked flask equipped with overhead stirring. The reaction mixture was cooled to −20° C. and oxalyl chloride (655.5 g) was added slowly over 1 h. The reaction mixture was clarified by filtration and concentrated to a volume of 1 L. The filtrate was transferred to a flask equipped with overhead stirring and cooled to −40° C. Water (900 mL) was added over 30 minutes, maintaining an internal temperature of <−10° C. The product was collected by filtration, washed with water and heptane, and dried to give (2,6-dimethyl-phenyl)-methanesulfonic chloride (277 g, 96%). 1H NMR (300 MHz, CDCl3): δ 7.25-7.04 (m, 3H, ArH), 5.17 (s, CH2), and 2.50 (s, 6H, CH3).

1. customequipped with overhead stirring
2. filtrationThe reaction mixture was clarified by filtration
3. concentrationconcentrated to a volume of 1 L
4. customThe filtrate was transferred to a flask
5. customequipped
6. temperaturecooled to −40° C
7. additionWater (900 mL) was added over 30 minutes
8. temperaturemaintaining an internal temperature of <−10° C
9. filtrationThe product was collected by filtration
10. washwashed with water and heptane
11. customdried