Water → cis-1,2-Cycloheptanediol

HRID 546424

반응식

HRID 546424 반응식
[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]

참가 물질

6

반응물 3

HCID 962WaterHCID 12363CyclohepteneHCID 82029Methyl morpholine oxide

생성물 1

HCID 11768603cis-1,2-Cycloheptanediol

시약·촉매·용매 2

HCID 30318Osmium Tetroxide촉매HCID 6342Acetonitrile용매

반응 조건

온도
45 °C

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-41bcfb5306e748c4b762f62d5f559c8b
출처 데이터셋
uspto-grants-2011_05
특허 번호
US07935824B2

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