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

HRID 2219982

反応式

HRID 2219982 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒3 回

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-499345ec1d91487fbe747ae48a5593a6
出典データセット
uspto-grants-2008_08
特許番号
US07414131B2

関連ノート

読み込み中…