Hydrochloric Acid → 6-Methoxy-1-methyl-1H-indole-3-carbaldehyde

HRID 1976723

反応式

HRID 1976723 の反応式
[CH3:1][O:2][C:3]1[CH:11]=[C:10]2[C:6]([C:7]([CH:12]=[O:13])=[CH:8][NH:9]2)=[CH:5][CH:4]=1.[H-].[Na+].[CH3:16]I.Cl>CN(C=O)C.O>[CH3:1][O:2][C:3]1[CH:11]=[C:10]2[C:6]([C:7]([CH:12]=[O:13])=[CH:8][N:9]2[CH3:16])=[CH:5][CH:4]=1

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 9072146-Methoxy-1H-indole-3-carboxaldehyde

生成物 1

HCID 13820106-Methoxy-1-methyl-1H-indole-3-carbaldehyde収率 99%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

A solution of 6-methoxy-1H-indole-3-carboxaldehyde (1.65, 9.4 mm) in DMF (10 mL) was cooled to 0° C., and treated with NaH(11.3 mm). After stirring at room temperature for 1 hour, the mixture was cooled to 0° C., treated with CH3I (0.7 mL, 11.3 mm), then allowed to warm to room temperature overnight. After pouring into H2O (200 mL), the mixture was acidified with HCl and extracted with EtOAc (100 mL×2). The combined organic fractions were dried over MgSO4, filtered and evaporated to afford 6-methoxy-1-methyl-1H-indole-3-carboxaldehyde (1.78 g, 99%).

後処理

  1. temperaturethe mixture was cooled to 0° C.
  2. temperatureto warm to room temperature overnight
  3. extractionextracted with EtOAc (100 mL×2)
  4. dry with materialThe combined organic fractions were dried over MgSO4
  5. filtrationfiltered
  6. customevaporated

出典と根拠

ORDレコード
ord-c70c54f8e082415f908c58c41ed3a9c5
出典データセット
uspto-grants-2001_05
特許番号
US06228877B1

関連ノート

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