Methyl iodide → 5-methoxy-1-methyl-1H-indole

HRID 1017588

반응식

HRID 1017588 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[NH:8][CH:7]=[CH:6]2.[OH-].[K+].[CH3:14]I>CN(C=O)C>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[N:8]([CH3:14])[CH:7]=[CH:6]2

참가 물질

5

반응물 3

HCID 6328Methyl iodideHCID 138725-MethoxyindoleHCID 14797Potassium Hydroxide

생성물 1

HCID 8198645-methoxy-1-methyl-1H-indole수율 82.1%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of 5-methoxyindole (1 g, 6.8 mmol) in 8 mL of DMF were added potassium hydroxide (0.92 g, 2.4 eq.) and methyl iodide (1 mL, 16 mmol). The resulting mixture was stirred at room temperature overnight. After removing volatile, the residue was diluted with EtOAc and washed with water (4×). The organic layer was dried and concentrated to afford 0.9 g (82%) 5-methoxy-1-methylindole. MS (EI): (M++1) 162.

후처리

  1. customAfter removing volatile
  2. additionthe residue was diluted with EtOAc
  3. washwashed with water (4×)
  4. customThe organic layer was dried
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-a42b9acf5e5147af8e98fb0c35a46f67
출처 데이터셋
uspto-grants-2002_11
특허 번호
US06479490B2

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