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

HRID 1912509ノート

反応式

HRID 1912509 の反応式
[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]

参加物

4

反応物 1

HCID 31408Nopol

生成物 1

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

試薬・触媒・溶媒 2

HCID 345198Adams' catalyst触媒HCID 8857Ethyl Acetate溶媒

実験手順

(−)-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.

後処理

  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

出典と根拠

ORDレコード
ord-e423566131594c618d713abb4de4bd88
出典データセット
uspto-grants-2013_12
特許番号
US08609674B2

反応ノート

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