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

HRID 867106노트

반응식

HRID 867106 반응식
[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]

참가 물질

6

반응물 4

HCID 971Oxalic AcidHCID 3283Diethyl Ether2회HCID 3028194LithiumHCID 10964544N-cyclohexylethanimine

생성물 1

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

시약·촉매·용매 1

HCID 962Water용매2회

실험 절차

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.

후처리

  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.

출처 및 근거

ORD 기록
ord-ace9c592eb86460aadc1096859272f4f
출처 데이터셋
uspto-grants-1978_07
특허 번호
US04102888

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