Aluminium lithium hydride → HCID 59408740, 화합물

HRID 1188125노트

반응식

HRID 1188125 반응식
[H-].[H-].[H-].[H-].[Li+].[Al+3].[CH3:7][N:8]([CH:19]1[CH2:24][CH2:23][CH2:22][CH2:21][O:20]1)[C:9]1[S:10][C:11]([C:14](OCC)=[O:15])=[CH:12][N:13]=1>C1COCC1>[CH3:7][N:8]([CH:19]1[CH2:24][CH2:23][CH2:22][CH2:21][O:20]1)[C:9]1[S:10][C:11]([CH2:14][OH:15])=[CH:12][N:13]=1

참가 물질

4

반응물 2

HCID 21226445Aluminium lithium hydrideHCID 594087635-Thiazolecarboxylic acid, 2-[methyl(tetrahydro-2H-pyran-2-yl)amino]-, ethyl ester

생성물 1

HCID 59408740HCID 59408740, 화합물수율 93%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
0 °C

실험 절차

LiAlH4 (425 mg, 11.20 mmol) was added to a solution of ethyl 2-(methyl(tetrahydro-2H-pyran-2-yl)amino)thiazole-5-carboxylate (2.02 g, 7.47 mmol) in THF (20 mL) at 0° C. in small portions. After stirring at 0° C. for 30 min, the reaction was quenched slowly by H2O (1 mL), 5% NaOH (3 mL) and again H2O (5 mL). Then AcOEt was added. The reaction mixture was dried with Na2SO4 and filtered through celite. The filtrate was concentrated and purified by column chromatography (30%-50% AcOEt/PE gradient), yielding (2-(methyl-(tetrahydro-2H-pyran-2-yl)amino)thiazol-5-yl)methanol (1.5 g, 93%) as an oil.

후처리

  1. customthe reaction was quenched slowly by H2O (1 mL), 5% NaOH (3 mL) and again H2O (5 mL)
  2. additionThen AcOEt was added
  3. dry with materialThe reaction mixture was dried with Na2SO4
  4. filtrationfiltered through celite
  5. concentrationThe filtrate was concentrated
  6. custompurified by column chromatography (30%-50% AcOEt/PE gradient)

출처 및 근거

ORD 기록
ord-ed8422639acd4a978076b7bda50a119b
출처 데이터셋
uspto-grants-2014_03
특허 번호
US08673940B2

반응 노트

불러오는 중…