Hydrochloric Acid → HCID 23717475, compound

Temperature

27.5 °C

Into a dried 1 L 3 neck round bottom flask fitted with a nitrogen inlet, dropping funnel, thermometer, mechanical stirring and nitrogen outlet is added chloroform (300 ml) and 7-methylpentadecanol (119 g, 0.496 mol), prepared as an intermediate in Example II. Chlorosulfonic acid (61.3 g, 0.52 mol) is slowly added to the stirred mixture while maintaining 25-30° C. temperature with an ice bath. Once HCl evolution has stopped (1 hr.) slowly add sodium methoxide (25% in methanol) while keeping temperature at 25-30° C. until a aliquot at 5% concentration in water maintains a pH of 10.5. To the mixture is added methanol (1 L) and 300 ml of 1-butanol. Vacuum filter off the inorganic salt precipitate and remove methanol from the filtrate on a rotary evaporator. Cool to room temperature, add 1 L of ethyl ether and let stand for 1 hour. The precipitate is collected by vacuum filtration. The product is dried in a vacuum oven at 50C for 3 hrs. to obtain a white solid (82 g, 90% active by cat SO3 titration).

1. customprepared as an intermediate in Example II
2. customat 25-30° C.
3. concentrationat 5% concentration in water
4. additionTo the mixture is added methanol (1 L) and 300 ml of 1-butanol
5. filtrationVacuum filter off the inorganic salt precipitate
6. customremove methanol from the filtrate
7. customon a rotary evaporator
8. temperatureCool to room temperature
9. additionadd 1 L of ethyl ether
10. filtrationThe precipitate is collected by vacuum filtration
11. dry with materialThe product is dried in a vacuum oven at 50C for 3 hrs
12. customto obtain a white solid (82 g, 90% active by cat SO3 titration)

ORD record

ord-ef0ae83ee3d546c8aa08b63a84ab295b

Source dataset

uspto-grants-2000_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06087309