Methanol → 4-(2,3-Dihydroxypropyl)-3-methoxybenzonitrile

HRID 1519594노트

반응식

HRID 1519594 반응식
[CH2:1]([C:4]1[CH:11]=[CH:10][C:7]([C:8]#[N:9])=[CH:6][C:5]=1[O:12][CH3:13])C=C.C[N+]1([O-])CC[O:18][CH2:17]C1.[CH3:22][OH:23]>O.O=[Os](=O)(=O)=O>[OH:23][CH:22]([CH2:17][OH:18])[CH2:1][C:4]1[CH:11]=[CH:10][C:7]([C:8]#[N:9])=[CH:6][C:5]=1[O:12][CH3:13]

참가 물질

6

반응물 3

HCID 887MethanolHCID 82029Methyl morpholine oxideHCID 675133484-Allyl-3-methoxybenzonitrile

생성물 1

HCID 675137884-(2,3-Dihydroxypropyl)-3-methoxybenzonitrile

시약·촉매·용매 2

HCID 30318Osmium Tetroxide촉매HCID 962Water용매

실험 절차

To a solution of 4-allyl-3-methoxybenzonitrile (1.1 g, 6.4 mmol) in 30 mL of methanol and 10 mL of water was added OsO4 (140 mg) and NMO (2.2 g, 16 mmol), and the mixture was stirred at ambient temperature overnight. Remove the methanol under reduced pressure, the residue was dissolved in EtOAc, washed with brine, dried over anhydrous sodium sulfate and concentrated. The residue was purified by fast column chromatograph to give 4-(2,3-dihydroxypropyl)-3-methoxybenzonitrile. MS m/z: 208 (M+1)+.

후처리

  1. customRemove the methanol under reduced pressure
  2. dissolutionthe residue was dissolved in EtOAc
  3. washwashed with brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationconcentrated
  6. customThe residue was purified by fast column chromatograph

출처 및 근거

ORD 기록
ord-edd16adcc06449d692b2aab77a693426
출처 데이터셋
uspto-grants-2015_07
특허 번호
US09073882B2

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