Sodium sulfate decahydrate → 2-(2-Methylquinolin-7-yl)propane-1,3-diol

HRID 339076노트

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HRID 339076 반응식
[H-].[H-].[H-].[H-].[Li+].[Al+3].[CH3:7][C:8]1[CH:17]=[CH:16][C:15]2[C:10](=[CH:11][C:12]([CH:18]([C:24](OCC)=[O:25])[C:19](OCC)=[O:20])=[CH:13][CH:14]=2)[N:9]=1.O.O.O.O.O.O.O.O.O.O.S([O-])([O-])(=O)=O.[Na+].[Na+]>C1COCC1.CCOCC>[CH3:7][C:8]1[CH:17]=[CH:16][C:15]2[C:10](=[CH:11][C:12]([CH:18]([CH2:24][OH:25])[CH2:19][OH:20])=[CH:13][CH:14]=2)[N:9]=1

참가 물질

6

반응물 3

HCID 62649Sodium sulfate decahydrateHCID 21226445Aluminium lithium hydrideHCID 70984111Diethyl 2-(2-methylquinolin-7-yl)malonate

생성물 1

HCID 709837452-(2-Methylquinolin-7-yl)propane-1,3-diol수율 41%

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 8028Tetrahydrofuran용매

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온도
0 °C

실험 절차

To a solution of 1.0 N LAH (15.3 mL, 15.3 mmol) in THF was added diethyl 2-(2-methylquinolin-7-yl)malonate (1.15 g, 3.82 mmol) in Ether (30 mL) slowly at 0° C. The reaction mixture was stirred at 0° C. for 2 hours. Sodium sulfate decahydrate (2.0 g) was added and stirred at ambient temperature for 30 minutes. The solid was removed by filtration and washed with ethyl acetate (50 mL). The filtrate was concentrated and the residue obtained was purified by C-18 reverse phase flash chromatography (Biotage SP4 unit, C-18 40M column, 0-70% CH3CN/water gradient; 30 CV) to give 2-(2-methylquinolin-7-yl)propane-1,3-diol (0.34 g, 1.56 mmol, 41.0% yield) as a solid.

후처리

  1. stirringstirred at ambient temperature for 30 minutes
  2. customThe solid was removed by filtration
  3. washwashed with ethyl acetate (50 mL)
  4. concentrationThe filtrate was concentrated
  5. customthe residue obtained
  6. customwas purified by C-18 reverse phase flash chromatography (Biotage SP4 unit

출처 및 근거

ORD 기록
ord-c17a68cf22244f08804d5565569d321b
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08889704B2

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