Dimethylformamide → 5-(Phenoxymethyl)-1,3-oxazolidin-2-one

HRID 2294366ノート

反応式

HRID 2294366 の反応式
[O:1]([CH2:8][CH:9]([OH:12])[CH2:10][NH2:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CN(C)[CH:15]=[O:16]>>[O:1]([CH2:8][CH:9]1[O:12][C:15](=[O:16])[NH:11][CH2:10]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

3

反応物 2

HCID 6228DimethylformamideHCID 27250731-Amino-3-phenoxypropan-2-ol

生成物 1

HCID 157171415-(Phenoxymethyl)-1,3-oxazolidin-2-one

実験手順

422 mg of N,N'-carbonyldiimidazole were added, whilst ice-cooling, to a solution of 500 mg of 3-phenoxy-2-hydroxypropylamine in 5 ml of anhydrous dimethylformamide, and the mixture was stirred at room temperature overnight. At the end of this time, the solvent was removed from the reaction mixture by evaporation under reduced pressure, and water was added to the resulting concentrate. The mixture was then extracted with ethyl acetate. The extract was washed with an aqueous solution of sodium chloride and dried over anhydrous sodium sulfate. The ethyl acetate was removed from the extract by evaporation under reduced pressure, and the resulting residue was purified by silica gel column chromatography, using ethyl acetate as the eluent, to give 490 mg of the title compound, melting at 110° C. to 111° C.

後処理

  1. customAt the end of this time, the solvent was removed from the reaction mixture by evaporation under reduced pressure, and water
  2. additionwas added to the resulting
  3. concentrationconcentrate
  4. extractionThe mixture was then extracted with ethyl acetate
  5. washThe extract was washed with an aqueous solution of sodium chloride
  6. dry with materialdried over anhydrous sodium sulfate
  7. customThe ethyl acetate was removed from the
  8. extractionextract by evaporation under reduced pressure
  9. customthe resulting residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-21dad75b1e194588b10f86a05bb78e49
出典データセット
uspto-grants-1997_11
特許番号
US05688823

反応ノート

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