Oxyselenide → (E,E)-11,11-Diethoxy-2,6-dimethyl-10-oxo-2,6-undecadien-1-ol

HRID 443376

반응식

HRID 443376 반응식
[CH2:1]([O:3][CH:4]([O:18][CH2:19][CH3:20])[C:5](=[O:17])[CH2:6][CH2:7][CH:8]=[C:9]([CH3:16])[CH2:10][CH2:11][CH:12]=[C:13]([CH3:15])[CH3:14])[CH3:2].[Se]=[O:22]>C(O)C>[CH2:19]([O:18][CH:4]([O:3][CH2:1][CH3:2])[C:5](=[O:17])[CH2:6][CH2:7]/[CH:8]=[C:9](\[CH3:16])/[CH2:10][CH2:11]/[CH:12]=[C:13](\[CH3:15])/[CH2:14][OH:22])[CH3:20]

참가 물질

4

반응물 2

HCID 167175OxyselenideHCID 538849131,1-Diethoxy-6,10-dimethylundeca-5,9-dien-2-one

생성물 1

HCID 23466456(E,E)-11,11-Diethoxy-2,6-dimethyl-10-oxo-2,6-undecadien-1-ol수율 56.2%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

In 70 ml of 95% ethanol was dissolved 7.4 g of 1,1-diethoxy-6,10-dimethyl-2-oxo-5,9-undecadien, and the resulting solution was, after addition of 1.7 g of selenium oxide, refluxed for 15 minutes. The ethanol was removed by evaporation, and the residue was, after addition of water, extracted with ether. The ethereal extract was washed with an aqueous sodium hydrogencarbonate solution and dried. The solvent was then removed by evaporation to leave an oil, and the oil was purified by the silica gel column chromatography to yield 3.0 g of the desired product.

후처리

  1. temperaturerefluxed for 15 minutes
  2. customThe ethanol was removed by evaporation
  3. additionafter addition of water
  4. extractionextracted with ether
  5. extractionThe ethereal extract
  6. washwas washed with an aqueous sodium hydrogencarbonate solution
  7. customdried
  8. customThe solvent was then removed by evaporation
  9. customto leave an oil
  10. customthe oil was purified by the silica gel column chromatography

출처 및 근거

ORD 기록
ord-e1ecc981299341cca731e4cb64c5be25
출처 데이터셋
uspto-grants-1981_04
특허 번호
US04260551

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