Sodium Sulfate → (1,2,3,4-Tetrahydroquinolin-2-yl)methanol

HRID 1645237ノート

反応式

HRID 1645237 の反応式
C([O:3][C:4]([CH:6]1[CH2:15][CH2:14][C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[NH:7]1)=O)C.[H-].[H-].[H-].[H-].[Li+].[Al+3].[O-]S([O-])(=O)=O.[Na+].[Na+]>C1COCC1>[NH:7]1[C:8]2[C:13](=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH2:14][CH2:15][CH:6]1[CH2:4][OH:3]

参加物

5

反応物 3

HCID 24436Sodium SulfateHCID 338259Ethyl 1,2,3,4-tetrahydroquinoline-2-carboxylateHCID 21226445Aluminium lithium hydride

生成物 1

HCID 15052240(1,2,3,4-Tetrahydroquinolin-2-yl)methanol

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

1,2,3,4-Tetrahydroquinoline-2-carboxylic acid ethyl ester (4.75 g, 25 mmol) in THF (5 ml/mmol) was added dropwise at 0° C. to a suspension of LAH (2 eq.) in THF (50 ml). The reaction mixture was stirred for 1 h at RT and then heated for 4 h under reflux. After addition of saturated aqueous Na2SO4 solution, filtration was carried out and the organic solvent was removed in vacuo. The product was purified by column chromatography (silica gel, ethyl acetate/hexane 3:7).

後処理

  1. temperatureheated for 4 h
  2. temperatureunder reflux
  3. customthe organic solvent was removed in vacuo
  4. customThe product was purified by column chromatography (silica gel, ethyl acetate/hexane 3:7)

出典と根拠

ORDレコード
ord-150f927b52ad4c9da59635e85197daaf
出典データセット
uspto-grants-2012_02
特許番号
US08124624B2

反応ノート

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