2-Chloroethanol → Ethanol, 2-chloro-, 1-(4-methylbenzenesulfonate)

Temperatur

2.5 °C

In a typical run, p-toluenesulfonyl chloride (TsCl, 70.5 g, 0.37 mol) was added slowly to a solution of 2-chloroethanol (38; 25.0 g, 0.31 mol) in pyridine (100 mL) at 0° C. The reaction mixture was stirred at 0-5° C. for 18 h. Ice water (300 mL) was added and the resulting mixture was extracted with ethyl acetate (3×100 mL). The combined organic layers were washed with 1 N HCl (3×100 mL), water (100 mL×3), dried (Na2SO4) and concentrated under reduced pressure to afford 2-chloroethyl 4-methylbenzenesulfonate 39 (64.3 g, 88%).

1. extractionthe resulting mixture was extracted with ethyl acetate (3×100 mL)
2. washThe combined organic layers were washed with 1 N HCl (3×100 mL), water (100 mL×3)
3. dry with materialdried (Na2SO4)
4. concentrationconcentrated under reduced pressure

ORD-Eintrag

ord-8d9e6a3f48bc427483e6475ed283561b

Quelldatensatz

uspto-grants-2014_09

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08846947B2