Water → cis-1,2-Cycloheptanediol

HRID 459478

反応式

HRID 459478 の反応式
[CH:1]1CC[CH2:5][CH2:4][CH2:3][CH:2]=1.C[N+]1([O-])[CH2:14][CH2:13][O:12]CC1.[OH2:16]>C(#N)C.[Os](=O)(=O)(=O)=O>[C@@H:13]1([OH:12])[CH2:14][CH2:5][CH2:4][CH2:3][CH2:2][C@@H:1]1[OH:16]

参加物

6

反応条件

温度
45 °C

実験手順

Cycloheptene (3.85 g) was dissolved in acetonitrile (45 ml) and water (15 ml), and to the solution N-methylmorpholine N-oxide (5.15 g), microcapsulated osmium tetroxide (1 g, containing 10% osmium tetroxide) was added, and the mixture was stirred at 40 to 50° C. for 21 hours. Insoluble microcapsulated osmium tetroxide was removed by filtration, and the insoluble substance was washed with acetonitrile and the filtrate was concentrated under reduced pressure. The residue was purified by flash column chromatography on silica gel (hexane:ethyl acetate=1:1) to obtain the title compound (4.77 g) as a colorless solid.

後処理

  1. customInsoluble microcapsulated osmium tetroxide was removed by filtration
  2. washthe insoluble substance was washed with acetonitrile
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. customThe residue was purified by flash column chromatography on silica gel (hexane:ethyl acetate=1:1)

出典と根拠

ORDレコード
ord-2587f30c9207432c992ce2e09cbdc799
出典データセット
uspto-grants-2007_03
特許番号
US07192968B2

関連ノート

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