Ethylene Glycol → (3'aR,6'aS)-hexahydro-1'H-spiro(1,3-dioxolane-2,2'-pentalen)-5'-one
반응식
[CH2:1]1[C@@H:8]2[C@@H:4]([CH2:5][C:6](=[O:9])[CH2:7]2)[CH2:3][C:2]1=[O:10].[CH2:11](O)[CH2:12][OH:13].CC1C=CC(S(O)(=O)=O)=CC=1.O>C1(C)C=CC=CC=1>[CH2:1]1[C@H:8]2[C@H:4]([CH2:5][C:6](=[O:9])[CH2:7]2)[CH2:3][C:2]21[O:13][CH2:12][CH2:11][O:10]2참가 물질
6
실험 절차
cis-Tetrahydropentalene-2,5(1H,3H)-dione (5 g, 36 mmol) and ethylene glycol (2.3 g, 36 mmol) were dissolved in toluene. To the resulting solution was added PTSA (684 mg, 3.6 mmol). The reaction mixture was refluxed for 12 h meanwhile the resulting water was removed away. Direct chromatography on silica gel gave 2.0 g (11 mmol, yield: 31%) of the desired product, (3a′R,6a′S)-tetrahydro-1′H-spiro[1,3-dioxolane-2,2′-pentalen]-5′(3H)-one: MS (m/e): 183 (M+1)+.
후처리
- customwas removed away
출처 및 근거
- ORD 기록
- ord-423e38617a06487db67ba4164d258fb7
- 출처 데이터셋
- uspto-grants-2014_05
- 특허 번호
- US08729063B2
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