Ethyl Acetate → HCID 136133173, 화합물

온도

-78 °C

In a 20 mL scintillation vial, Compound (1-3) (0.15 g, 0.543 mmol, 1.0 eq.) was dissolved in THF (10 mL). The solution was cooled to −78° C. and MeLi (15 mL of 1.6 M THF solution, 24 mmol, 44.19 eq.) was added dropwise and the reaction mixture was stirred for 16 hours at 0-20° C. The reaction mixture was carefully and slowly poured into ethyl acetate 20 (mL) and stirred for 10 minutes. The quenched reaction mixture was concentrated. The residue was treated with 100 mL of THF and the THF solution was separated from the solid by filtration. The organic solution was stirred with MnO2 (0.47 g, 5.4 mmol, 10 eq.) for 4 hours at room temperature. The reaction was filtered and the solids washed with CHCl3/MeOH (10%) (50 mL). The combined organic solution was concentrated and the crude was purified by silica gel chromatography using CHCl3/MeOH (10%) as the eluant to give Compound (19-1).

1. stirringstirred for 10 minutes
2. customThe quenched reaction mixture
3. concentrationwas concentrated
4. additionThe residue was treated with 100 mL of THF
5. customthe THF solution was separated from the solid by filtration
6. filtrationThe reaction was filtered
7. washthe solids washed with CHCl3/MeOH (10%) (50 mL)
8. concentrationThe combined organic solution was concentrated
9. customthe crude was purified by silica gel chromatography

ORD 기록

ord-94fa85d1859445f892d54dcdf55e384c

출처 데이터셋

uspto-grants-2013_12

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US08614221B2