Hydrochloric Acid → HCID 58193747, compound

Temperature

70 °C

6.37 g (0.038 mol) of 5 and 50 mL of anhydrous THF were mixed, followed by adding 300 mL of 1 M BH3-THF solution to the mixture in an ice bath (−10° C.) of liquid nitrogen and acetone under a nitrogen gas environment to form a reaction solution. The reaction solution was subjected to reaction at −5˜0° C. for 1 hour, followed by heating the reaction solution to 70° C. to allow reaction to take place for 36 hours, and evaporating to obtain a solid substance. The solid substance, 100 mL of ethanol and 10 mL of 6N HCl were mixed, refluxed for 12 hours, followed by evaporation to form yellow oil. The yellow oil was stirred in water and was mixed with HCl to adjust pH to 2 to obtain a crude product. The crude product was purified by placing in a column (3×20 cm) filled with 100 mL of AG 50 W×8 cationic exchange resin and elutriating HCl solutions having gradient concentrations, collecting an eluent fraction of gradient concentration from 3.5 N to 4.0 N, and followed by evaporating the eluent fraction to obtain 2.98 g (0.019 mol, 50%) of 6.

1. customto form a reaction solution
2. customThe reaction solution was subjected to reaction at −5˜0° C. for 1 hour
3. customreaction
4. customfor 36 hours
5. customevaporating
6. customto obtain a solid substance
7. temperaturerefluxed for 12 hours
8. customfollowed by evaporation
9. customto form yellow oil
10. customto obtain a crude product
11. customThe crude product was purified
12. additionfilled with 100 mL of AG 50 W×8 cationic exchange resin and elutriating HCl solutions
13. concentrationgradient concentrations
14. customcollecting
15. concentrationan eluent fraction of gradient concentration from 3.5 N to 4.0 N
16. customby evaporating the eluent fraction

ORD record

ord-770ff46e90c448378633cd5fe4cbfac7

Source dataset

uspto-grants-2013_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08354512B2