Water → cis-1,2-Cyclooctanediol

HRID 2104357노트

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HRID 2104357 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 were added N-methylmorpholine N-oxide (5.15 g), microencapsulated osmium tetraoxide (1 g, 10% osmium tetraoxide content), followed by stirring at 40-50° C. for 21 hours. Any insoluble microencapsulated osmium was filtered off, and was washed with acetonitrile. The filtrate was concentrated under reduced pressure, and the residue was purified by silica gel flash column chromatography (hexane:ethyl acetate=1:1), to thereby give the title compound (4.97 g).

후처리

  1. filtrationAny insoluble microencapsulated osmium was filtered off
  2. washwas washed with acetonitrile
  3. concentrationThe filtrate was concentrated under reduced pressure
  4. customthe residue was purified by silica gel flash column chromatography (hexane:ethyl acetate=1:1)

출처 및 근거

ORD 기록
ord-4af616c19fea4bdabdafcb62035d3786
출처 데이터셋
uspto-grants-2009_08
특허 번호
US07576135B2

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