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

HRID 1674577노트

반응식

HRID 1674577 반응식
[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

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 23978Copper촉매HCID 7047Quinoline용매

반응 조건

온도
220 °C

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-0a6214203ed74bc5854d563ea295fde7
출처 데이터셋
uspto-grants-2011_08
특허 번호
US08003647B2

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