Oxygen → HCID 54574644、化合物

HRID 1414836ノート

反応式

HRID 1414836 の反応式
[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

参加物

7

反応物 4

HCID 977OxygenHCID 8473NorbornadieneHCID 25517Ammonium ChlorideHCID 178455850HCID 178455850、化合物

生成物 1

HCID 54574644HCID 54574644、化合物収率 70%

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 3283Diethyl Ether溶媒

反応条件

温度
140 °C

実験手順

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##

後処理

  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

出典と根拠

ORDレコード
ord-3525363c882d4be88a2590a54b50313a
出典データセット
uspto-grants-1977_01
特許番号
US04002691

反応ノート

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