Cesium carbonate → N-[3-(Phenoxypropoxy)-4-methoxybenzenesulphonyl]-1,2-dihydroindole

HRID 2143

反応式

HRID 2143 の反応式
[OH:1][C:2]1[CH:3]=[C:4]([S:10]([N:13]2[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[CH2:15][CH2:14]2)(=[O:12])=[O:11])[CH:5]=[CH:6][C:7]=1[O:8][CH3:9].[O:22]([CH2:29][CH2:30][CH2:31]Br)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1.C(=O)([O-])[O-].[Cs+].[Cs+]>CN(C)C=O>[O:22]([CH2:29][CH2:30][CH2:31][O:1][C:2]1[CH:3]=[C:4]([S:10]([N:13]2[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[CH2:15][CH2:14]2)(=[O:12])=[O:11])[CH:5]=[CH:6][C:7]=1[O:8][CH3:9])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1

参加物

5

反応物 3

HCID 10796Cesium carbonateHCID 68522Benzene, (3-bromopropoxy)-HCID 19689638N-(3-Hydroxy-4-methoxybenzenesulphonyl)-1,2-dihydroindole

生成物 1

HCID 54309137N-[3-(Phenoxypropoxy)-4-methoxybenzenesulphonyl]-1,2-dihydroindole収率 86.8%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
75 °C

実験手順

A solution of N-(3-hydroxy-4-methoxybenzenesulphonyl)- 1,2-dihydroindole (0.2 g) and 3-phenoxypropylbromide (0.15 g) in N,N-dimethylformamide (20 ml) was treated with cesium carbonate (0.3 g) and heated at 75° C. overnight. The solvent was removed in vacuo and the residue partitioned between dichloromethane (30 ml) and water (15 ml). The organic phase was washed with brine (15 ml) then dried over magnesium sulphate and concentrated in vacuo. The residue was purified using column chromatography eluting with dichloromethane to yield the title compound as a white solid (0.25 g).

後処理

  1. customThe solvent was removed in vacuo
  2. customthe residue partitioned between dichloromethane (30 ml) and water (15 ml)
  3. washThe organic phase was washed with brine (15 ml)
  4. dry with materialthen dried over magnesium sulphate
  5. concentrationconcentrated in vacuo
  6. customThe residue was purified
  7. washeluting with dichloromethane

出典と根拠

ORDレコード
ord-44bcaad266d04c4ebb5e17cd00e7e878
出典データセット
uspto-grants-1998_03
特許番号
US05728712

関連ノート

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