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

HRID 1645237노트

반응식

HRID 1645237 반응식
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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-150f927b52ad4c9da59635e85197daaf
출처 데이터셋
uspto-grants-2012_02
특허 번호
US08124624B2

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