Methyl iodide → Methyl 4-chloro-1,2-dimethyl-1H-indole-3-carboxylate

HRID 453854노트

반응식

HRID 453854 반응식
[Cl:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[C:4]([C:12]([O:14][CH3:15])=[O:13])=[C:5]([CH3:11])[NH:6]2.[H-].[Na+].[CH3:18]I>CN(C=O)C.[NH4+].[Cl-]>[Cl:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[C:4]([C:12]([O:14][CH3:15])=[O:13])=[C:5]([CH3:11])[N:6]2[CH3:18]

참가 물질

6

반응물 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 59473719methyl 4-chloro-2-methyl-1H-indole-3-carboxylate

생성물 1

HCID 59473668Methyl 4-chloro-1,2-dimethyl-1H-indole-3-carboxylate수율 72%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매2회HCID 25517Ammonium Chloride용매

실험 절차

Methyl 4-chloro-2-methyl-1H-indole-3-carboxylate (13.45 mmol, 1.0 equiv.) was dissolved in DMF (7 ml) and added at 0° C. to a suspension of NaH (26.90 mmol, 2.0 equiv.) in DMF (13 ml). The mixture was then stirred for 30 min. Methyl iodide (20.17 mmol, 1.5 equiv.) was added dropwise at 0° C. and stirring was carried out for 2 h at 25° C. The reaction mixture was diluted with NH4Cl solution (20 ml) and extracted with ethyl acetate (3×50 ml). The combined organic phases were washed with water and sat. NaCl solution (in each case 50 ml), dried over Na2SO4 and concentrated to dryness under reduced pressure. Yield: 72%

후처리

  1. stirringstirring
  2. waitwas carried out for 2 h at 25° C
  3. extractionextracted with ethyl acetate (3×50 ml)
  4. washThe combined organic phases were washed with water and sat. NaCl solution (in each case 50 ml),
  5. dry with materialdried over Na2SO4
  6. concentrationconcentrated to dryness under reduced pressure

출처 및 근거

ORD 기록
ord-7daa7349e05845bdb1ec6c47cb131807
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08492559B2

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