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

HRID 2143

반응식

HRID 2143 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
75 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-44bcaad266d04c4ebb5e17cd00e7e878
출처 데이터셋
uspto-grants-1998_03
특허 번호
US05728712

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