반응 #7969

반응 방정식

(2RS,9aSR)-9a-butyl-2-(3-hydroxy-2-oxopropyl)-7-methoxymethoxy-4-methyl-1,2,9,9a-tetrahydro-3H-fluoren-3-one

HCl

→

(2RS,9aSR)-9a-butyl-7-hydroxy-2-(3-hydroxy-2-oxopropyl)-4-methyl-1,2,9,9a-tetrahydro-3H-fluoren-3-one

용매

methanol

반응 조건

후처리

1. 1
   온도the resulting solution was heated
2. 2
   온도at reflux for 20 minutes
3. 3
   온도After cooling
4. 4
   농축the mixture was concentrated under vacuum to a residue that
5. 5
   workup.DISSOLUTIONwas dissolved in EtOAc (60 mL)
6. 6
   세척washed with 5% NaHCO3 (30 mL)
7. 7
   추출The aqueous phase was back-extracted with EtOAc (30 mL)
8. 8
   세척The combined organics were washed with brine
9. 9
   건조dried over MgSO4
10. 10
    여과filtered
11. 11
    기타evaporated under vacuum
12. 12
    기타The residue was purified by PLC

실험 절차

A solution of (2RS,9aSR)-9a-butyl-2-(3-hydroxy-2-oxopropyl)-7-methoxymethoxy-4-methyl-1,2,9,9a-tetrahydro-3H-fluoren-3-one (24 mg, 0.06 mmol) in methanol (1 mL) was treated with 2N HCl (0.36 mL, 0.18 mmol) and the resulting solution was heated at reflux for 20 minutes. After cooling, the mixture was concentrated under vacuum to a residue that was dissolved in EtOAc (60 mL) and washed with 5% NaHCO3 (30 mL). The aqueous phase was back-extracted with EtOAc (30 mL). The combined organics were washed with brine, dried over MgSO4, filtered, and evaporated under vacuum. The residue was purified by PLC, using 1:1 hexanes-EtOAc as developing solvent, to afford (2RS,9aSR)-9a-butyl-7-hydroxy-2-(3-hydroxy-2-oxopropyl)-4-methyl-1,2,9,9a-tetrahydro-3H-fluoren-3-one as an oil.

출처