1-Butanol → Butyl cyclopropanesulfonate

Temperature

-10 °C

Cyclopropanesulfonyl chloride (5 g, 35 mmol, 1 eq) was dissolved in an excess BuOH (20 ml), the reaction mixture was cooled at −10° C. and pyridine (5.8 mL, 70 mmol, 2 eq) was slowly added dropwise. The mixture was slowly warmed at room temperature and stirred overnight. The solvent was removed under reduced pressure and the resulting white solid was dissolved in CHCl3. The organic phase was washed with water, brine and dried (MgSO4) and concentrated to give an oil (4.8 g, 24.9 mmol, 71%). 1H NMR (300 MHz, CDCl3): δ 4.25 (t, 2H), 2.46 (m, 1H), 1.74 (m, 2H), 1.45 (m, 2H), 1.25 (dd, 2H), 1.09 (dd, 2H), 0.93 (t, 3H).

1. temperatureThe mixture was slowly warmed at room temperature
2. customThe solvent was removed under reduced pressure
3. dissolutionthe resulting white solid was dissolved in CHCl3
4. washThe organic phase was washed with water, brine
5. dry with materialdried (MgSO4)
6. concentrationconcentrated

ORD record

ord-dde05685f4a84c2a89f099101c251835

Source dataset

uspto-grants-2010_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07759518B2