Acetone → 2,2-Dimethyl-5-phenyl-1,3-dioxane-4,6-dione

HRID 1833410

反応式

HRID 1833410 の反応式
C([O:3][C:4](=[O:17])[CH:5]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[C:6]([O:8][CH2:9][CH3:10])=[O:7])C.[C:18](OC(=O)C)(=O)C.OS(O)(=O)=O.CC(C)=O>O>[CH3:10][C:9]1([CH3:18])[O:8][C:6](=[O:7])[CH:5]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:4](=[O:3])[O:17]1

参加物

6

反応物 4

HCID 180AcetoneHCID 1118Sulfuric AcidHCID 7918Acetic AnhydrideHCID 66514Diethyl phenylmalonate

生成物 1

HCID 848482,2-Dimethyl-5-phenyl-1,3-dioxane-4,6-dione

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
25 °C

実験手順

To 11.8 g (50 mmol) of phenylmalonic acid diethyl ester in 23 ml. of acetic anhydride there are added 0.5 ml. of concentrated H2SO4 and 20 ml. of acetone. The mixture is stirred at 25° C for 8 hours, water (250 ml.) is then added thereto and the mixture is stirred for 30 minutes. The obtained precipitate is washed with 250 ml. of water up to pH 6.5, dried under reduced pressure and dissolved in 100 ml. of chloroform. The organic solution is dried over anhydrous sodium sulfate, most of the solvent is evaporated under reduced pressure and 100 ml. of petroleum ether (50°-70° C) is added thereto. The suspension is stirred for 30 minutes and filtered. The precipitate is washed with 20 ml. of petroleum ether (50°-70° C) and dried over P2O5 under reduced pressure to yield 2.2-dimethyl-5-phenyl-1.3-dioxane-4.6-dione with the same characteristics as the compound described by P. J. Scheuer in J.A.C.S. 80, 4933-38 (1958).

後処理

  1. stirringthe mixture is stirred for 30 minutes
  2. washThe obtained precipitate is washed with 250 ml
  3. dry with materialof water up to pH 6.5, dried under reduced pressure
  4. dissolutiondissolved in 100 ml
  5. dry with materialThe organic solution is dried over anhydrous sodium sulfate, most of the solvent
  6. customis evaporated under reduced pressure and 100 ml
  7. additionof petroleum ether (50°-70° C) is added
  8. stirringThe suspension is stirred for 30 minutes
  9. filtrationfiltered
  10. washThe precipitate is washed with 20 ml
  11. dry with materialof petroleum ether (50°-70° C) and dried over P2O5 under reduced pressure

出典と根拠

ORDレコード
ord-3cb42b7206254050bd9eb2d3a02ae1ca
出典データセット
uspto-grants-1978_01
特許番号
US04066664

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