Hydrochloric Acid → (4-Bromophenyl)methanesulfonyl chloride

Temperatur

15 °C

To a solution of N-chlorosuccinimide (3.95 g, 29.6 mmol) in acetonitrile (11.6 mL) and 1 M HCl (2.31 mL) at 0° C. was slowly added a solution of thioacetic acid S-(4-bromo-benzyl)ester (1.81 g, 7.39 mmol) in acetonitrile (6.3 mL) over 60 minutes whilst allowing the reaction to warm to 15° C. The remaining solution was added and reaction left to warm to room temperature for 10 minutes. The mixture was cooled to 0° C. and stirred for 1 hour. Water was added and the product was extracted with EtOAc, washed with brine, dried with Na2SO4, concentrated to give (4-bromo-phenyl)-methanesulfonyl chloride (2.6 g, 9.6 mmol). 1H NMR (300 MHz, CDCl3): δ 7.60 (d, 2H), 7.36 (d, 2H), 4.81 (s, 2H).

1. customthe reaction
2. additionThe remaining solution was added
3. customreaction
4. waitleft
5. temperatureto warm to room temperature for 10 minutes
6. temperatureThe mixture was cooled to 0° C.
7. extractionthe product was extracted with EtOAc
8. washwashed with brine
9. dry with materialdried with Na2SO4
10. concentrationconcentrated

ORD-Eintrag

ord-bf416d48576344fc8d608fe552266782

Quelldatensatz

uspto-grants-2016_07

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US09382222B2