4-Methoxyphenol → 5,6-Dimethoxy-3-(4-methoxyphenoxy)benzo[b]thiophene-2-carbaldehyde

HRID 1004116

반응식

HRID 1004116 반응식
[H-].[Na+].Cl[C:4]1[C:5]2[CH:14]=[C:13]([O:15][CH3:16])[C:12]([O:17][CH3:18])=[CH:11][C:6]=2[S:7][C:8]=1[CH:9]=[O:10].[CH3:19][O:20][C:21]1[CH:26]=[CH:25][C:24]([OH:27])=[CH:23][CH:22]=1>CN(C)C=O>[CH3:16][O:15][C:13]1[C:12]([O:17][CH3:18])=[CH:11][C:6]2[S:7][C:8]([CH:9]=[O:10])=[C:4]([O:27][C:24]3[CH:25]=[CH:26][C:21]([O:20][CH3:19])=[CH:22][CH:23]=3)[C:5]=2[CH:14]=1

참가 물질

5

반응물 3

HCID 90154-MethoxyphenolHCID 24758Sodium hydrideHCID 117801503-Chloro-5,6-dimethoxy-benzo[b]thiophene-2-carbaldehyde

생성물 1

HCID 110892155,6-Dimethoxy-3-(4-methoxyphenoxy)benzo[b]thiophene-2-carbaldehyde

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

1.1 equivalents of sodium hydride and then 0.033 mol of the product obtained in Step D are added at room temperature and under an inert atmosphere to a solution of 0.036 mol of 4-methoxyphenol in 250 ml of dimethylformamide. After 12 hours' reaction, the reaction mixture is concentrated under reduced pressure. The residue is then diluted in ethyl acetate, washed with water and then with an aqueous NaCl solution, dried over calcium sulphate, filtered and concentrated under reduced pressure. Chromatography over silica gel (dichloromethane/ethyl acetate: 98/2) enables 8.6 g of the expected product to be isolated.

후처리

  1. customAfter 12 hours' reaction
  2. concentrationthe reaction mixture is concentrated under reduced pressure
  3. additionThe residue is then diluted in ethyl acetate
  4. washwashed with water
  5. dry with materialwith an aqueous NaCl solution, dried over calcium sulphate
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure
  8. customto be isolated

출처 및 근거

ORD 기록
ord-af71c7c070464d8989fd0df29414dfce
출처 데이터셋
uspto-grants-2000_04
특허 번호
US06048875

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