N-Methyl-5-benzyloxyindole → 1-Methyl-1H-indol-5-ol

HRID 454288노트

반응식

HRID 454288 반응식
C([O:8][C:9]1[CH:10]=[C:11]2[C:15](=[CH:16][CH:17]=1)[N:14]([CH3:18])[CH:13]=[CH:12]2)C1C=CC=CC=1.[H][H]>C(O)C.[Pd]>[OH:8][C:9]1[CH:10]=[C:11]2[C:15](=[CH:16][CH:17]=1)[N:14]([CH3:18])[CH:13]=[CH:12]2

참가 물질

5

반응물 2

HCID 259196N-Methyl-5-benzyloxyindoleHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 108445251-Methyl-1H-indol-5-ol수율 97%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol용매

실험 절차

A solution of 5-benzyloxy-1-methylindole (3.5 g, 15.7 mmol), in ethanol (100 ml) was hydrogenated at ambient temperature and 1 atmosphere pressure hydrogen for 4 hours using 10% palladium on carbon (0.5 g) as catalyst. The catalyst was filtered off and the filtrate evaporated in vacuo. The residue was purified by silica column chromatography eluting with ethyl acetate/dichloromethane (10/90) to give 5-hydroxy-1-methylindole (2.1 g, 97%).

후처리

  1. customwas hydrogenated at ambient temperature
  2. filtrationThe catalyst was filtered off
  3. customthe filtrate evaporated in vacuo
  4. customThe residue was purified by silica column chromatography
  5. washeluting with ethyl acetate/dichloromethane (10/90)

출처 및 근거

ORD 기록
ord-84a72863aaa846bda8f2d1f2f22ab9f7
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08492560B2

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