Hydrochloric Acid → HCID 20186762, compound

To a 100 ml three-necked flask, 1.0 g (4.01 mmol) of Compound 2 was added and the atmosphere was changed to nitrogen after degassing. The flask was-dipped in an ice bath and 30 ml of 1M BH3 solution in THF was slowly added. The resulting mixture was stirred for 30 minutes while cooling the mixture in ice and then at room temperature for 4 hours. After completion of the reaction, the reaction vessel was dipped in an ice bath and aqueous 1N HCl solution was added, thereby making the mixture acidic. After evaporating the solvent under reduced pressure, 20 ml of water was added and aqueous NaOH solution was added to adjust the pH to 10. The mixture was extracted with ethyl acetate and the organic phase was washed with water, followed by drying over anhydrous sodium sulfate to obtain a colorless oily compound (650 mg, Yield: 89.5,%).

1. customafter degassing
2. customThe flask was-dipped in an ice bath
3. addition30 ml of 1M BH3 solution in THF was slowly added
4. temperaturewhile cooling the mixture in ice
5. waitat room temperature for 4 hours
6. customAfter completion of the reaction
7. customthe reaction vessel was dipped in an ice bath
8. customAfter evaporating the solvent under reduced pressure, 20 ml of water
9. additionwas added
10. additionaqueous NaOH solution was added
11. extractionThe mixture was extracted with ethyl acetate
12. washthe organic phase was washed with water
13. dry with materialby drying over anhydrous sodium sulfate
14. customto obtain a colorless oily compound (650 mg, Yield: 89.5,%)

ORD record

ord-840b6cbb6a334f1580f98c737ba4877f

Source dataset

uspto-grants-2007_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07301018B2