Sodium Bicarbonate → Ethyl 4-[2-(dimethylaminomethyl)morpholino]-2,3,5-trifluorobenzoylacetate

HRID 477825

반응식

HRID 477825 반응식
[F:1][C:2]1[C:15]([F:16])=[C:14](F)[C:13]([F:18])=[CH:12][C:3]=1[C:4]([CH2:6][C:7]([O:9][CH2:10][CH3:11])=[O:8])=[O:5].[CH3:19][N:20]([CH2:22][CH:23]1[O:28][CH2:27][CH2:26][NH:25][CH2:24]1)[CH3:21].C(=O)([O-])O.[Na+]>C(#N)C>[CH3:19][N:20]([CH2:22][CH:23]1[CH2:24][N:25]([C:14]2[C:13]([F:18])=[CH:12][C:3]([C:4]([CH2:6][C:7]([O:9][CH2:10][CH3:11])=[O:8])=[O:5])=[C:2]([F:1])[C:15]=2[F:16])[CH2:26][CH2:27][O:28]1)[CH3:21]

참가 물질

5

반응물 3

HCID 516892Sodium BicarbonateHCID 600916Ethyl 3-oxo-(2,3,4,5-tetrafluorophenyl)propanoateHCID 3401489Dimethyl-morpholin-2-ylmethyl-amine

생성물 1

HCID 19834973Ethyl 4-[2-(dimethylaminomethyl)morpholino]-2,3,5-trifluorobenzoylacetate수율 77%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

A suspension of 26.4 g of ethyl 2,3,4,5-tetrafluorobenzoylacetate, 18.7 g of 2-(dimethylaminomethyl)morpholine and 8.4 g sodium hydrogencarbonate in 130 ml of acetonitrile is refluxed for 7 hours. The reaction mixture is concentrated under reduced pressure, to the obtained residue is added 100 ml of chloroform and the solution is washed with water. After drying over anhydrous magnesium sulfate, the chloroform is distilled off under reduced pressure and the residue is purified by chromatography on silica gel to give 29.9 g of ethyl 4-[2-(dimethylaminomethyl)morpholino]-2,3,5-trifluorobenzoylacetate in 77% yield as an oily substance.

후처리

  1. temperatureis refluxed for 7 hours
  2. concentrationThe reaction mixture is concentrated under reduced pressure, to the obtained residue
  3. additionis added 100 ml of chloroform
  4. washthe solution is washed with water
  5. dry with materialAfter drying over anhydrous magnesium sulfate
  6. distillationthe chloroform is distilled off under reduced pressure
  7. customthe residue is purified by chromatography on silica gel

출처 및 근거

ORD 기록
ord-9eb07e61231a4bf19f253f28f837f3be
출처 데이터셋
uspto-grants-1989_12
특허 번호
US04889857

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