Cesium carbonate → HCID 70983350, 화합물

HRID 339060

반응식

HRID 339060 반응식
[CH3:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][C:6]([OH:12])=[CH:7][CH:8]=2)[N:3]=1.C([O-])([O-])=O.[Cs+].[Cs+].[CH3:19][C@@H:20]1[CH2:22][O:21]1>CN(C=O)C>[CH3:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][C:6]([O:12][CH2:19][C@H:20]([OH:21])[CH3:22])=[CH:7][CH:8]=2)[N:3]=1

참가 물질

5

반응물 3

HCID 10796Cesium carbonateHCID 146261(R)-1,2-EpoxypropaneHCID 1354519692-Methylquinolin-7-ol

생성물 1

HCID 70983350HCID 70983350, 화합물수율 86.4%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
80 °C

실험 절차

To a stirred mixture of 2-methylquinolin-7-ol (0.400 g, 2.51 mmol), Cs2CO3 (2.46 g, 7.54 mmol) and DMF (16 mL) was added (R)-2-methyloxirane (0.438 g, 7.54 mmol). The reaction mixture was heated at 80° C. for 2 hours. After cooling, the reaction mixture was partitioned between ether and water. The aqueous layer was extracted with ether. The combined organic layers were washed with water and brine, dried and concentrated under reduced pressure. The residue was purified by flash chromatography on silica gel (1% MeOH in EtOAc) to give (R)-1-(2-methylquinolin-7-yloxy)propan-2-ol (0.471 g, 86%).

후처리

  1. temperatureAfter cooling
  2. customthe reaction mixture was partitioned between ether and water
  3. extractionThe aqueous layer was extracted with ether
  4. washThe combined organic layers were washed with water and brine
  5. customdried
  6. concentrationconcentrated under reduced pressure
  7. customThe residue was purified by flash chromatography on silica gel (1% MeOH in EtOAc)

출처 및 근거

ORD 기록
ord-4cacfb806efe4aa98b1b3a01bd7d411c
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08889704B2

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