Sodium Hydroxide → 4,4-Dimethyl-1,2,3,4-tetrahydroisoquinolin-7-amine

HRID 2219982노트

반응식

HRID 2219982 반응식
[H-].[H-].[H-].[H-].[Li+].[Al+3].[NH2:7][C:8]1[CH:17]=[C:16]2[C:11]([C:12]([CH3:21])([CH3:20])[C:13](=O)[NH:14][C:15]2=O)=[CH:10][CH:9]=1.[OH-].[Na+]>C1COCC1>[CH3:20][C:12]1([CH3:21])[C:11]2[C:16](=[CH:17][C:8]([NH2:7])=[CH:9][CH:10]=2)[CH2:15][NH:14][CH2:13]1

참가 물질

5

반응물 3

HCID 14798Sodium HydroxideHCID 135581517-amino-4,4-dimethylisoquinoline-1,3(2H,4H)-dioneHCID 21226445Aluminium lithium hydride

생성물 1

HCID 590215334,4-Dimethyl-1,2,3,4-tetrahydroisoquinolin-7-amine수율 63%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매3회

실험 절차

To a stirred mixture of LiAlH4 (800 mg, 21 mmol) and anhydrous THF (30 mL) was added at 0° C. a solution of 7-amino-4,4-dimethylisoquinoline-1,3(2H,4H)-dione (500 mg, 2.5 mmol) in THF (5 mL). The mixture was stirred at room temperature under N2 for 24 h, and then carefully treated with wet THF, 10% aq. NaOH, and filtered through Celite. The filtrate was concentrated and the residue was dissolved in EtOAc (150 mL). The organic phase was washed with brine, dried (Na2SO4), and evaporated. The residue was purified by chromatography to give the title compound (270 mg, 63%).

후처리

  1. filtrationfiltered through Celite
  2. concentrationThe filtrate was concentrated
  3. dissolutionthe residue was dissolved in EtOAc (150 mL)
  4. washThe organic phase was washed with brine
  5. dry with materialdried (Na2SO4)
  6. customevaporated
  7. customThe residue was purified by chromatography

출처 및 근거

ORD 기록
ord-499345ec1d91487fbe747ae48a5593a6
출처 데이터셋
uspto-grants-2008_08
특허 번호
US07414131B2

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