Pyridine → 4-(2-Chloro-ethanesulfonyl)-phenol

A solution of 6.81 g crude 4-(2-hydroxy-ethansulfonyl)-phenol in 35 ml CH2Cl2 was treated at room temperature with 5.3 ml (65.9 mmol) pyridine. To the reaction mixture was added at 0° C. dropwise over 15 min a solution of 4.2 ml (57.1 mmol) thionyl chloride in 10 ml CH2Cl2. After 65 h at room temperature the reaction mixture was treated with 35 ml brine, extracted and the organic phases were washed twice with total 100 ml aqueous half saturated NaCl solution. The combined organic phases were dried over Na2SO4 and the solvent was removed under reduced pressure to yield 6.77 g crude product. The crude product was dissolved in 2.5 ml CH2Cl2 and 25 ml toluene, stirred 24 h at 50° C.) 24 h at room temperature and 48 h at 0° C. The so formed suspension was filtered to yield 5.44 g (86.5% over 2 steps) product as white crystals.

1. extractionextracted
2. washthe organic phases were washed twice with total 100 ml aqueous half saturated NaCl solution
3. dry with materialThe combined organic phases were dried over Na2SO4
4. customthe solvent was removed under reduced pressure
5. customto yield 6.77 g crude product
6. custom48 h
7. customat 0° C
8. filtrationThe so formed suspension was filtered
9. customto yield 5.44 g (86.5% over 2 steps) product as white crystals

ORD-Eintrag

ord-93fa37fdcd2549cfb117d14c272455fd

Quelldatensatz

uspto-grants-2003_08

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US06605723B2