Hydrochloric Acid → 5-(Benzyloxy)-6-methyl-1H-indole

HRID 881601ノート

反応式

HRID 881601 の反応式
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]2[C:15](=[CH:16][C:17]=1[CH3:18])[NH:14][C:13](C(O)=O)=[CH:12]2)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl>N1C2C(=CC=CC=2)C=CC=1.[Cu]>[CH2:1]([O:8][C:9]1[CH:10]=[C:11]2[C:15](=[CH:16][C:17]=1[CH3:18])[NH:14][CH:13]=[CH:12]2)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

5

反応物 2

HCID 313Hydrochloric AcidHCID 584374985-Benzyloxy-6-methyl-1H-indole-2-carboxylic acid

生成物 1

HCID 247292455-(Benzyloxy)-6-methyl-1H-indole収率 41.5%

試薬・触媒・溶媒 2

HCID 23978Copper触媒HCID 7047Quinoline溶媒

反応条件

温度
220 °C

実験手順

To a solution of 5-benzyloxy-6-methyl-1H-indole-2-carboxylic acid (0.6 g) in quinoline (6 mL) was added copper powder (0.15 g), and this mixture was stirred at 220° C. for 20 minutes. This reaction mixture was poured into 1 mol/L hydrochloric acid, the resulting mixture was extracted with ethyl acetate. This organic layer was washed with brine, and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure. The residue was purified by column chromatography on silica gel (eluent: n-hexane/ethyl acetate) to give the title compound (0.21 g).

後処理

  1. extractionthe resulting mixture was extracted with ethyl acetate
  2. washThis organic layer was washed with brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customThe solvent was removed under reduced pressure
  5. customThe residue was purified by column chromatography on silica gel (eluent: n-hexane/ethyl acetate)

出典と根拠

ORDレコード
ord-2964d7dcb81c4892b80144fc5f24b81e
出典データセット
uspto-grants-2015_03
特許番号
US08993616B2

反応ノート

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