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Toluene → Ethylene 5-norbornen-2-ol

HRID 854593
ノート
印刷プレビュー

反応式

HRID 854593 の反応式
[CH:1]12[CH2:7][CH:4]([CH:5]=[CH:6]1)[CH2:3][CH:2]2[OH:8].C1(C)C=CC=CC=1.C=C>C1CC=CCCC=C1.C1CC=CCCC=C1.[Ni].CC(C)=O>[CH2:1]=[CH2:2].[CH:1]12[CH2:7][CH:4]([CH:5]=[CH:6]1)[CH2:3][CH:2]2[OH:8]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 1140Toluene2 回HCID 6325Ethylene2 回HCID 96066Bicyclo(2.2.1)hept-5-en-2-ol

生成物 1

HCID 86594155Ethylene 5-norbornen-2-ol収率 163.7%

試薬・触媒・溶媒 2

HCID 6433264Bis(1,5-cyclooctadiene)nickel触媒HCID 180Acetone溶媒

反応条件

温度
20 °C

実験手順

A glass reactor was loaded inside a glove box with L(iPr2)Ni(ηl-CH2Ph)(PMe3) (about 20 μmol; 2.00 g of 8.77 mM solution in toluene), Ni(COD)2 (about 50 μmol; 2.50 g of 17.6 mM solution in toluene), 5-norbornen-2-ol (about 4.49 mmol; 3.00 g of 1.30 M solution in toluene) and toluene (about 18.45 g) such that the total volume of the toluene solution was 30 mL. The glass reactor was sealed inside the glove box and was attached to a vacuum/nitrogen line manifold. Ethylene was fed continuously into the reactor at about 100 psi and the pressurized reaction mixture was stirred at about 20° C. Ethylene was vented after about 20 minutes and acetone was added to quench the polymerization. The precipitated polymer was collected by filtration and dried under high vacuum overnight. The reaction provided about 0.508 g of ethylene/5-norbornen-2-ol co-polymer. The activity of the catalyst with respect to ethylene consumption was about 124 kg mol−1 h−1.

後処理

  1. customThe glass reactor was sealed inside the glove box
  2. customto quench
  3. customthe polymerization
  4. filtrationThe precipitated polymer was collected by filtration
  5. customdried under high vacuum overnight

出典と根拠

ORDレコード
ord-2eda465225f84d5c90b9cc76d35aeea2
出典データセット
uspto-grants-2007_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07259214B2

反応ノート

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