Water → cis-1,2-Cyclooctanediol

HRID 546425노트

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HRID 546425 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

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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-9f87d437376b498d90bf00f19d36b7c1
출처 데이터셋
uspto-grants-2011_05
특허 번호
US07935824B2

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