Thionyl Chloride → 89125-31-5

4-Bromo-1-butane sulfonic acid sodium salt (1.25 g) was added to thionyl chloride (12.5 mL) with stirring under nitrogen. The reaction was heated under reflux for 3 h, cooled, and concentrated under reduced pressure. The residue was then diluted with diethyl ether, washed with water, dried, filtered and concentrated under reduced pressure to afford 760 mg of a 7:3 mixture of desired product and the 4-chloro analog (instead of the 4-bromo). 1H NMR (300 MHz, CDCl3) δ3.70 (t, 2H), 3.46 (t, 2H), 2.25 (m, 2H), 2.09 (m, 2H).

1. temperatureThe reaction was heated
2. temperatureunder reflux for 3 h
3. temperaturecooled
4. concentrationconcentrated under reduced pressure
5. additionThe residue was then diluted with diethyl ether
6. washwashed with water
7. customdried
8. filtrationfiltered
9. concentrationconcentrated under reduced pressure
10. customto afford

ORD record

ord-ca04742819004631908ba9a0efbe744a

Source dataset

uspto-grants-2002_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06500818B1