Sodium Bicarbonate → ethyl 4-[2-(N-ethoxycarbonyl-N-methylaminomethyl)morpholino]-2,3,5-trifluorobenzoylacetate

HRID 477831

반응식

HRID 477831 반응식
[F:1][C:2]1[C:20]([F:21])=[C:19](F)[C:18]([F:23])=[CH:17][C:3]=1[C:4]([CH:6]([C:12]([O:14][CH2:15][CH3:16])=[O:13])C(OCC)=O)=[O:5].[CH2:24]([O:26][C:27]([N:29]([CH2:31][CH:32]1[O:37][CH2:36][CH2:35][NH:34][CH2:33]1)[CH3:30])=[O:28])[CH3:25].C(=O)([O-])O.[Na+]>C(#N)C>[CH2:24]([O:26][C:27]([N:29]([CH2:31][CH:32]1[CH2:33][N:34]([C:19]2[C:18]([F:23])=[CH:17][C:3]([C:4]([CH2:6][C:12]([O:14][CH2:15][CH3:16])=[O:13])=[O:5])=[C:2]([F:1])[C:20]=2[F:21])[CH2:35][CH2:36][O:37]1)[CH3:30])=[O:28])[CH3:25]

참가 물질

5

반응물 3

HCID 516892Sodium BicarbonateHCID 135649731,3-Diethyl 2-(2,3,4,5-tetrafluorobenzoyl)propanedioateHCID 146525772-(N-ethoxycarbonyl-N-methylaminomethyl)morpholine

생성물 1

HCID 14652581ethyl 4-[2-(N-ethoxycarbonyl-N-methylaminomethyl)morpholino]-2,3,5-trifluorobenzoylacetate

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

A suspension of 3.36 g of diethyl 2,3,4,5-tetrafluorobenzoylmalonate, 2.22 g of 2-(N-ethoxycarbonyl-N-methylaminomethyl)morpholine and 0.84 g of sodium hydrogen carbonate in 13 ml of acetonitrile is refluxed for 5 hours., The reaction mixture is concentrated under reduced pressure, to the obtained residue is added 20 ml of chloroform and it is washed with water. After drying over anhydrous magnesium sulfate, the chloroform is distilled off under reduced pressure and to the residue are added 20 mg of p-toluenesulfonic acid and 20 ml of water. After refluxing for 16 hours, the resultant mixture is extracted with chloroform. The extract is washed with water, dried over anhydrous magnesium sulfate and concentrated under reduced pressure to give ethyl 4-[2-(N-ethoxycarbonyl-N-methylaminomethyl)morpholino]-2,3,5-trifluorobenzoylacetate as an oily substance. The NMR values of this compound are identical with those of the compound obtained by Reference example 15(1).

후처리

  1. temperatureis refluxed for 5 hours
  2. concentration, The reaction mixture is concentrated under reduced pressure, to the obtained residue
  3. additionis added 20 ml of chloroform and it
  4. washis washed with water
  5. dry with materialAfter drying over anhydrous magnesium sulfate
  6. distillationthe chloroform is distilled off under reduced pressure and to the residue
  7. additionare added 20 mg of p-toluenesulfonic acid and 20 ml of water
  8. temperatureAfter refluxing for 16 hours
  9. extractionthe resultant mixture is extracted with chloroform
  10. washThe extract is washed with water
  11. dry with materialdried over anhydrous magnesium sulfate
  12. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-ee877af79de6461caa86cf2553f0fcab
출처 데이터셋
uspto-grants-1989_12
특허 번호
US04889857

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