Oxygen → HCID 54574644, 화합물

HRID 1414836노트

반응식

HRID 1414836 반응식
[CH2:1]([Mg]Br)[CH:2]=[CH2:3].[CH:6]12[CH2:12][CH:9]([CH:10]=[CH:11]1)[CH:8]=[CH:7]2.[O:13]=O.[Cl-].[NH4+]>C(OCC)C.O>[CH:2]12[CH2:1][CH:9]([CH:10]=[CH:11]1)[CH:8]1[CH:3]2[CH:6]([CH2:12][OH:13])[CH2:7]1

참가 물질

7

반응물 4

HCID 977OxygenHCID 8473NorbornadieneHCID 25517Ammonium ChlorideHCID 178455850HCID 178455850, 화합물

생성물 1

HCID 54574644HCID 54574644, 화합물수율 70%

시약·촉매·용매 2

HCID 962Water용매2회HCID 3283Diethyl Ether용매

반응 조건

온도
140 °C

실험 절차

Allylmagnesium bromide (50 mmoles) and bicyclo[2.2.1]hepta-2,5-diene (50 mmoles) were reacted in diethyl ether in a sealed bomb by heating for 2.25 hours at 125° C. and one hour at 140° C. The reaction product was then oxidized at 0° C. by passing gaseous oxygen through the product for about 30 minutes. The resultant product was then hydrolyzed with water followed by aqueous ammonium chloride solution and then water. After drying the product over anhydrous magnesium sulfate, the diethyl ether solvent was removed using a steam bath. The product was vacuum distilled and the fraction boiling at 95°-101° C. at 2.5-3 mm Hg was collected. This product, tricyclo[4.2.1.02,5 ]non-7-en-3-ylmethanol, was isolated in a 70 percent yield and its structure was supported by the results of nuclear magnetic resonance studies. It may be depicted as follows: ##STR1##

후처리

  1. customwas then oxidized at 0° C.
  2. customfor about 30 minutes
  3. dry with materialAfter drying the product over anhydrous magnesium sulfate
  4. customthe diethyl ether solvent was removed
  5. distillationdistilled
  6. customthe fraction boiling at 95°-101° C. at 2.5-3 mm Hg was collected

출처 및 근거

ORD 기록
ord-3525363c882d4be88a2590a54b50313a
출처 데이터셋
uspto-grants-1977_01
특허 번호
US04002691

반응 노트

불러오는 중…