Water → cis-1,2-Cyclooctanediol

HRID 459479노트

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HRID 459479 반응식
[CH:1]1CC[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]=1.C[N+]1([O-])[CH2:15][CH2:14][O:13]CC1.[OH2:17]>C(#N)C.[Os](=O)(=O)(=O)=O>[C@@H:14]1([OH:13])[CH2:15][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][C@@H:1]1[OH:17]

참가 물질

6

반응물 3

HCID 962WaterHCID 136091-CycloocteneHCID 82029Methyl morpholine oxide

생성물 1

HCID 10888034cis-1,2-Cyclooctanediol

시약·촉매·용매 2

HCID 30318Osmium Tetroxide촉매HCID 6342Acetonitrile용매

반응 조건

온도
45 °C

실험 절차

Cyclooctene (4.41 g) was dissolved in acetonitrile (45 ml) and water (15 ml), and to the solution N-methylmorpholine N-oxide (5.15 g) and microcapsulated osmium tetroxide (1 g, containing 10% osmium tetroxide) were added, and the mixture was stirred at 40 to 50° C. for 21 hours. Insoluble microcapsulated osmium tetroxide was removed by filtration, and 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 (4.97 g) as a colorless solid.

후처리

  1. customInsoluble microcapsulated osmium tetroxide was removed by filtration
  2. washwas 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-a208a3bfb2bf47e1bdb62b32909e450c
출처 데이터셋
uspto-grants-2007_03
특허 번호
US07192968B2

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