Hydrochloric Acid → Ethyl 3-[3-(benzyloxy)phenyl]-3-oxopropanoate

HRID 1610565노트

반응식

HRID 1610565 반응식
[CH3:1][C:2]([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([O:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:5]=1)=[O:3].C(O)C.[H-].[Na+].Cl.[C:24](=O)([O:28]CC)[O:25][CH2:26][CH3:27]>O>[CH2:11]([O:10][C:6]1[CH:5]=[C:4]([C:2](=[O:3])[CH2:1][C:24]([O:25][CH2:26][CH3:27])=[O:28])[CH:9]=[CH:8][CH:7]=1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

참가 물질

7

반응물 5

HCID 313Hydrochloric AcidHCID 702EthanolHCID 7766Diethyl CarbonateHCID 24758Sodium hydrideHCID 986891-(3-(Phenylmethoxy)phenyl)ethan-1-one

생성물 1

HCID 10334847Ethyl 3-[3-(benzyloxy)phenyl]-3-oxopropanoate

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To a solution of 3-benzyloxyacetophenone (90 g, 400 mmol) in diethyl carbonate (500 ml) was added ethanol (1.5 ml) and sodium hydride (60% in oil, 31.8 g, 800 mmol) was added under ice-cooling. The mixture was stirred at room temperature for 4 hrs. To the reaction solution was added 6N hydrochloric acid to stop the reaction, and water (500 ml) was added. The mixture was extracted with ethyl acetate (500 ml×2). The extract was washed successively with water and saturated brine, dried (anhydrous magnesium sulfate) and evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=50:1-10:1) to give the objective substance (107 g, 90%).

후처리

  1. additionwas added under ice-
  2. temperaturecooling
  3. additionwas added
  4. extractionThe mixture was extracted with ethyl acetate (500 ml×2)
  5. washThe extract was washed successively with water and saturated brine
  6. dry with materialdried (anhydrous magnesium sulfate)
  7. customevaporated under reduced pressure
  8. customThe residue was purified by silica gel column chromatography (hexane:ethyl acetate=50:1-10:1)
  9. customto give the objective substance (107 g, 90%)

출처 및 근거

ORD 기록
ord-7bbe49742e5c46c7ba0d303906c06411
출처 데이터셋
uspto-grants-2006_01
특허 번호
US06982348B2

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