Oxalic Acid → 3-(Tetrahydro-2H-pyran-2-yl)-acrolein

HRID 867106ノート

反応式

HRID 867106 の反応式
[Li].C(=N[CH:5]1[CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]1)C.[C:11](O)(=O)[C:12](O)=[O:13].CC[O:19]CC>O>[O:13]1[CH2:12][CH2:11][CH2:5][CH2:10][CH:9]1[CH:8]=[CH:7][CH:6]=[O:19]

参加物

6

反応物 4

HCID 971Oxalic AcidHCID 3283Diethyl Ether2 回HCID 3028194LithiumHCID 10964544N-cyclohexylethanimine

生成物 1

HCID 736761823-(Tetrahydro-2H-pyran-2-yl)-acrolein

試薬・触媒・溶媒 1

HCID 962Water溶媒2 回

実験手順

A solution of (tetrahydro-2H-pyran-2-yl)carboxaldehyde (1 molar equivalent) in ether is added to a cold (-70° C.), rapidly-stirred solution of the freshly-generated lithium salt of ethylidenecyclohexylamine (1 molar equivalent) in ether. The resulting reaction mixture is allowed to warm to room temperature, then is maintained at room temperature for 24 hours. After cooling to 0° to 5° C., the reaction mixture is diluted with water, stirred at 0° to 5° C. for 1/2 hour and evaporated in vacuo at 40° to 50° C. leaving a residual oil which is treated with oxalic acid (2 molar equivalents) and water. Steam distillation of this mixture is continued until a clear distillate is obtained. The steam distillate is extracted with ether and the organic extract, dried over sodium sulfate, and filtered. Evaporation of the filtrate in vacuo at 40° C. provides the title compound as a mobile oil.

後処理

  1. customThe resulting reaction mixture
  2. temperatureis maintained at room temperature for 24 hours
  3. temperatureAfter cooling to 0° to 5° C.
  4. customevaporated in vacuo at 40° to 50° C.
  5. customleaving a residual oil which
  6. distillationSteam distillation of this mixture
  7. customis obtained
  8. extractionThe steam distillate is extracted with ether
  9. dry with materialthe organic extract, dried over sodium sulfate
  10. filtrationfiltered
  11. customEvaporation of the filtrate in vacuo at 40° C.

出典と根拠

ORDレコード
ord-ace9c592eb86460aadc1096859272f4f
出典データセット
uspto-grants-1978_07
特許番号
US04102888

反応ノート

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