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Methyl morpholine oxide → 1-(8-Bromoquinolin-2-yl)ethane-1,2-diol

HRID 1041956
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반응식

HRID 1041956 반응식
[Br:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[N:10]=C(C=C)[CH:8]=[CH:7]2.C[N+]1([O-])CC[O:18]CC1.[CH3:22][C:23]([CH3:25])=[O:24].O>ClCCl.O=[Os](=O)(=O)=O>[Br:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[N:10]=[C:22]([CH:23]([OH:24])[CH2:25][OH:18])[CH:8]=[CH:7]2
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참가 물질

6

반응물 3

HCID 82029Methyl morpholine oxideHCID 18366337Propan-2-one--water (1/1)HCID 672347808-Bromo-2-vinylquinoline

생성물 1

HCID 672345141-(8-Bromoquinolin-2-yl)ethane-1,2-diol

시약·촉매·용매 2

HCID 30318Osmium Tetroxide촉매HCID 6344Dichloromethane용매

실험 절차

To 8-bromo-2-vinylquinoline (0.886 g, 3.78 mmol) in acetone/H2O (8 mL/2 mL) was added 4-methylmorpholine N-oxide (1.06 g, 4.54 mmol) followed by OsO4 (0.5 mL, 2.5% in t-BuOH). The reaction mixture was stirred for two hours at ambient temperature then diluted with dichloromethane. The organic layer was washed with saturated sodium sulfate and brine and concentrated to give crude product.

후처리

  1. washThe organic layer was washed with saturated sodium sulfate and brine
  2. concentrationconcentrated
  3. customto give crude product

출처 및 근거

ORD 기록
ord-10c4ca74f28442ce835b3cd9e3e5d290
출처 데이터셋
uspto-grants-2013_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08557809B2

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