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

HRID 477825

反応式

HRID 477825 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-9eb07e61231a4bf19f253f28f837f3be
出典データセット
uspto-grants-1989_12
特許番号
US04889857

関連ノート

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