Nopol → 2-((1S,2S,5S)-6,6-Dimethylbicyclo(3.1.1)heptan-2-yl)ethanol

HRID 1912509노트

반응식

HRID 1912509 반응식
[CH3:1][C:2]1([CH3:12])[CH:7]2[CH2:8][CH:3]1[CH2:4][CH:5]=[C:6]2[CH2:9][CH2:10][OH:11]>C(OCC)(=O)C.O=[Pt]=O>[CH3:1][C:2]1([CH3:12])[C@H:7]2[CH2:8][C@@H:3]1[CH2:4][CH2:5][C@H:6]2[CH2:9][CH2:10][OH:11]

참가 물질

4

반응물 1

HCID 31408Nopol

생성물 1

HCID 228509282-((1S,2S,5S)-6,6-Dimethylbicyclo(3.1.1)heptan-2-yl)ethanol수율 91,367.797%

시약·촉매·용매 2

HCID 345198Adams' catalyst촉매HCID 8857Ethyl Acetate용매

실험 절차

(−)-Nopol (Aldrich) (66.4 g 0.40 mmol) was dissolved in ethyl acetate (500 mL). PtO2 (2.0 g) was added under N2 atmosphere. The mixture was hydrogenated at 41 psi. Uptake was completed within 2.5 hours. The mixture was filtered, washed with ethyl acetate and concentrated. The residue was distilled at 125-130° C./9.5 mm of Hg. to afford 61.5 g of the title compound.

후처리

  1. filtrationThe mixture was filtered
  2. washwashed with ethyl acetate
  3. concentrationconcentrated
  4. distillationThe residue was distilled at 125-130° C./9.5 mm of Hg

출처 및 근거

ORD 기록
ord-e423566131594c618d713abb4de4bd88
출처 데이터셋
uspto-grants-2013_12
특허 번호
US08609674B2

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