Methanol → (S)-2-(6-Methoxynaphthalen-2-yl)propyl carbamate

HRID 2389039

반응식

HRID 2389039 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[CH:9]=[C:8]([C@H:13]([CH3:16])[CH2:14][OH:15])[CH:7]=[CH:6]2.ClC(Cl)(Cl)[C:19]([N:21]=C=O)=[O:20].CO.C(=O)([O-])[O-].[K+].[K+]>C(Cl)Cl.O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[CH:9]=[C:8]([C@H:13]([CH3:16])[CH2:14][O:15][C:19](=[O:20])[NH2:21])[CH:7]=[CH:6]2

참가 물질

7

반응물 4

HCID 887MethanolHCID 11430Potassium CarbonateHCID 76400Trichloroacetyl isocyanateHCID 3032818Naproxol

생성물 1

HCID 67413984(S)-2-(6-Methoxynaphthalen-2-yl)propyl carbamate수율 57.3%

시약·촉매·용매 2

HCID 962Water용매HCID 6344Dichloromethane용매

실험 절차

To (S)-2-(6-methoxy-naphthalen-2-yl)-propan-ol (8.0 g, 37 mmol) in CH2Cl2 (200 mL) at 0° C. under N2 was added trichloroacetyl isocyanate (5.5 mL, 44 mmol). After the mixture was stirred at room temperature for 1 hr, the solvent was concentrated. The residue was treated MeOH (300 mL), water (40 mL) and potassium carbonate (21 g, 0.15 mol) and stirred at RT for 2 hrs to form white precipitate. The precipitate was collected by filtration and dissolved with CH2Cl2. The organic phase was washed with water, dried over MgSO4 and concentrated to give 5.5 g of white precipitate (57%).

후처리

  1. concentrationthe solvent was concentrated
  2. stirringstirred at RT for 2 hrs
  3. customto form white precipitate
  4. filtrationThe precipitate was collected by filtration
  5. dissolutiondissolved with CH2Cl2
  6. washThe organic phase was washed with water
  7. dry with materialdried over MgSO4
  8. concentrationconcentrated

출처 및 근거

ORD 기록
ord-9efa516740a84480af5b5399c4c9b9c7
출처 데이터셋
uspto-grants-2012_09
특허 번호
US08269043B2

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