Methyl iodide → 1-Methyl-1H-indole-5-carboxylic acid

HRID 20979

반응식

HRID 20979 반응식
[NH:1]1[C:9]2[C:4](=[CH:5][C:6]([C:10]([OH:12])=[O:11])=[CH:7][CH:8]=2)[CH:3]=[CH:2]1.[H-].[Na+].[CH3:15]I.[OH-].[K+]>CN(C=O)C.O>[CH3:15][N:1]1[C:9]2[C:4](=[CH:5][C:6]([C:10]([OH:12])=[O:11])=[CH:7][CH:8]=2)[CH:3]=[CH:2]1

참가 물질

7

반응물 4

HCID 6328Methyl iodideHCID 14797Potassium HydroxideHCID 24758Sodium hydrideHCID 742801H-Indole-5-Carboxylic Acid

생성물 1

HCID 70156011-Methyl-1H-indole-5-carboxylic acid수율 197.7%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

Indole-5-carboxylic acid (200 mg, 1.24 mmol) was dissolved in DMF (2 mL), and the solution was added with 60% sodium hydride-mineral oil dispersant (164 mg, 4.1 mmol), followed by stirring at room temperature for 10 minutes. The mixture was added with methyl iodide (0.258 mL, 0.410 mmol), stirred at room temperature for 3 hours and then added with 4 mol/L aqueous potassium hydroxide solution (2 mL), followed by stirring at 80° C. for 5 hours. The reaction mixture was added with water, and the organic layer was separated from aqueous layer. The aqueous layer was added with 1 mol/L hydrochloric acid to adjust the pH to 1, followed by stirring at room temperature for 1 hour. The obtained solid was collected by filtration and dried under reduced pressure to obtain 1-methylindole-5-carboxylic acid (142 mg, yield 65%).

후처리

  1. stirringstirred at room temperature for 3 hours
  2. stirringby stirring at 80° C. for 5 hours
  3. customthe organic layer was separated from aqueous layer
  4. additionThe aqueous layer was added with 1 mol/L hydrochloric acid
  5. stirringby stirring at room temperature for 1 hour
  6. filtrationThe obtained solid was collected by filtration
  7. customdried under reduced pressure

출처 및 근거

ORD 기록
ord-77f1f3f9088640cd88e8fcb31e40bef3
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07745641B2

연결된 노트

불러오는 중…