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6-(But-3-en-1-yl)-3-ethoxycyclohex-2-en-1-one → 4-(But-3-en-1-yl)cyclohex-2-en-1-one

HRID 1762236
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HRID 1762236 반응식
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH2:7]([CH:11]1[C:16](=O)[CH:15]=[C:14]([O:18]CC)[CH2:13][CH2:12]1)[CH2:8][CH:9]=[CH2:10]>CCOCC>[CH2:7]([CH:11]1[CH2:16][CH2:15][C:14](=[O:18])[CH:13]=[CH:12]1)[CH2:8][CH:9]=[CH2:10]
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참가 물질

4

반응물 2

HCID 127883066-(But-3-en-1-yl)-3-ethoxycyclohex-2-en-1-oneHCID 21226445Aluminium lithium hydride

생성물 1

HCID 127883074-(But-3-en-1-yl)cyclohex-2-en-1-one수율 78%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매2회

실험 절차

To a 0° C. slurry of 1.06 g. (26 mmoles) of lithium aluminum hydride in 75 ml. of ether was added a solution of 10 g. (51 mmoles) of 6-(3-butenyl)-3-ethoxy-2-cyclohexen-one in 25 ml. of ether. After stirring for one hour, the reaction was quenched by addition of 100 ml. of 2N hydrochloric acid. The quenched mixture was stirred for 30 minutes and then extracted with 300 ml. of ether. The ether extract was washed with 250 ml. saturated sodium bicarbonate, dried over magnesium sulfate and evaporated on a rotovapor. Distillation of the crude oil gave 5.98 g. (78%) of the title product.

후처리

  1. customTo a 0° C.
  2. customthe reaction was quenched by addition of 100 ml
  3. stirringThe quenched mixture was stirred for 30 minutes
  4. extractionextracted with 300 ml
  5. extractionThe ether extract
  6. washwas washed with 250 ml
  7. dry with materialsaturated sodium bicarbonate, dried over magnesium sulfate
  8. customevaporated on a rotovapor
  9. distillationDistillation of the crude oil
  10. customgave 5.98 g

출처 및 근거

ORD 기록
ord-28dfdaf1103a48c8b9b8734982e46215
출처 데이터셋
uspto-grants-1989_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04831059

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