Isoquinolin-5-ol → 1,2,3,4-Tetrahydroisoquinolin-5-ol

HRID 449528

반응식

HRID 449528 반응식
[CH:1]1[C:10]2[CH:9]=[CH:8][CH:7]=[C:6]([OH:11])[C:5]=2[CH:4]=[CH:3][N:2]=1>C(O)(=O)C>[CH2:1]1[C:10]2[CH:9]=[CH:8][CH:7]=[C:6]([OH:11])[C:5]=2[CH2:4][CH2:3][NH:2]1

참가 물질

3

반응물 1

HCID 30386Isoquinolin-5-ol

생성물 1

HCID 139482511,2,3,4-Tetrahydroisoquinolin-5-ol수율 90.2%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

Isoquinolin-5-ol (Aldrich, Cat. #H33207)(0.75 g, 5.2 mmol) was dissolved in acetic acid (20.0 mL) in a Parr shaker bottle. The reaction was degassed with nitrogen, and the platinum dioxide (0.050 g) was added. The reaction was charged to 55 Psi hydrogen and shaken. After shaking for 24 h. the reaction was complete. This was filtered to remove the catalyst and concentrated under reduced pressure give a dark amber 1,2,3,4-tetrahydroisoquinolin-5-ol (0.70 g, 90%) as an oil. Analytical LCMS (M+H)+: m/z=150.1.

후처리

  1. customThe reaction was degassed with nitrogen
  2. additionthe platinum dioxide (0.050 g) was added
  3. additionThe reaction was charged to 55 Psi hydrogen
  4. stirringAfter shaking for 24 h. the reaction
  5. filtrationThis was filtered
  6. customto remove the catalyst
  7. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-57265a60d78f4d2fae3da2db3afff653
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08481732B2

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