Malonic Acid → diphenyl malonate

HRID 639690ノート

反応式

HRID 639690 の反応式
[C:1]([OH:7])(=[O:6])[CH2:2][C:3]([OH:5])=[O:4].[C:8]1(O)[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.P(Cl)(Cl)(Cl)=O>O>[C:1]([O:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)(=[O:6])[CH2:2][C:3]([O:5][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)=[O:4]

参加物

5

反応物 3

HCID 867Malonic AcidHCID 996PhenolHCID 24813Phosphorus oxychloride

生成物 1

HCID 2783479diphenyl malonate

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
0 °C

実験手順

Malonic acid (11 g, 106 mmol) was mixed with phenol (20 g, 212 mmol) at 0° C. under nitrogen and phosphorus oxychloride (11.5 mL, 123 mmol) was added dropwise to the solid mixture. The resulting mixture was stirred at 0° C. for 5 mins, and then heated at reflux for 5 h, causing the solid to melt and an orange solution to form. The reaction was cooled to room temperature, and then poured onto 100 mL water and extracted with diethyl ether (3×75 mL). The combined organics were washed with brine, dried over MgSO4, concentrated in vacuo to an orange oil of the title compound. (27 g, 99%).

後処理

  1. temperatureheated
  2. temperatureat reflux for 5 h
  3. customan orange solution to form
  4. temperatureThe reaction was cooled to room temperature
  5. extractionextracted with diethyl ether (3×75 mL)
  6. washThe combined organics were washed with brine
  7. dry with materialdried over MgSO4
  8. concentrationconcentrated in vacuo to an orange oil of the title compound

出典と根拠

ORDレコード
ord-be0d60113c824849893287499715a2ac
出典データセット
uspto-grants-2010_04
特許番号
US07691877B2

反応ノート

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