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

HRID 477829ノート

反応式

HRID 477829 の反応式
[F:1][C:2]1[C:12]([F:13])=[C:11](F)[C:10]([F:15])=[CH:9][C:3]=1[C:4]([O:6][CH2:7][CH3:8])=[O:5].[CH2:16]([O:18][C:19]([N:21]([CH2:23][CH:24]1[O:29][CH2:28][CH2:27][NH:26][CH2:25]1)[CH3:22])=[O:20])[CH3:17].C(=O)([O-])O.[Na+]>C(#N)C>[CH2:16]([O:18][C:19]([N:21]([CH2:23][CH:24]1[CH2:25][N:26]([C:11]2[C:10]([F:15])=[CH:9][C:3]([C:4]([O:6][CH2:7][CH3:8])=[O:5])=[C:2]([F:1])[C:12]=2[F:13])[CH2:27][CH2:28][O:29]1)[CH3:22])=[O:20])[CH3:17]

参加物

5

反応物 3

HCID 516892Sodium BicarbonateHCID 2774395Ethyl 2H-tetrafluorobenzoateHCID 146525772-(N-ethoxycarbonyl-N-methylaminomethyl)morpholine

生成物 1

HCID 14652578ethyl 4-[2-(N-ethoxycarbonyl-N-methylaminomethyl)morpholino]-2,3,5-trifluorobenzoate収率 72%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

A suspension of 22.2 g of ethyl 2,3,4,5-tetrafluorobenzoate, 22.2 g of 2-(N-ethoxycarbonyl-N-methylaminomethyl)morpholine and 8.4 g of sodium hydrogen carbonate 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 puiified by chromatography on silica gel to give 29.0 g of ethyl 4-[2-(N-ethoxycarbonyl-N-methylaminomethyl)morpholino]-2,3,5-trifluorobenzoate in 72% 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

出典と根拠

ORDレコード
ord-ecf351690b264876a0a5066aae92a573
出典データセット
uspto-grants-1989_12
特許番号
US04889857

反応ノート

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