Cesium carbonate → HCID 70983350、化合物

HRID 339060

反応式

HRID 339060 の反応式
[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

参加物

5

反応物 3

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

生成物 1

HCID 70983350HCID 70983350、化合物収率 86.4%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
80 °C

実験手順

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%).

後処理

  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)

出典と根拠

ORDレコード
ord-4cacfb806efe4aa98b1b3a01bd7d411c
出典データセット
uspto-grants-2014_11
特許番号
US08889704B2

関連ノート

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