Methanol → HCID 59180418, compound

Temperature

0 °C

To a cooled (0° C.) solution of 29 (6.19 g; 37.69 mmol) in anhydrous dichloromethane (160 mL) was added chlorosulfonic acid (3.0 mL; 45.22 mmol) dropwise. After addition as complete, the reaction was stirred at 0° C. for an additional 30 minutes, allowed to gradually warm to room temperature and further stirred overnight. The reaction mixture was concentrated under reduced pressure to about 500 mL and washed with aqueous hydrochloric acid (20 nm; 20N). The organic layer was separated and dried over magnesium sulfate which resulted in formation of a white precipitate. Methanol (200 mL) was added to dissolve the precipitate. The organic solution was filtered and concentrated under reduced pressure to yield the title compound as a purple solid (12.07 g).

1. additionAfter addition as complete, the reaction
2. temperatureto gradually warm to room temperature
3. stirringfurther stirred overnight
4. concentrationThe reaction mixture was concentrated under reduced pressure to about 500 mL
5. washwashed with aqueous hydrochloric acid (20 nm; 20N)
6. customThe organic layer was separated
7. dry with materialdried over magnesium sulfate which
8. customresulted in formation of a white precipitate
9. dissolutionto dissolve the precipitate
10. filtrationThe organic solution was filtered
11. concentrationconcentrated under reduced pressure

ORD record

ord-bba46204ea404138b3ad9e249eb6cc77

Source dataset

uspto-grants-2012_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08178699B2