Carbon Dioxide → Octane-3-yl acrylate

HRID 2293615노트

반응식

HRID 2293615 반응식
COCCO[Li].[CH:7]([Li])([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[C:8]1C=CC=CC=1.C(=O)=O.[C:24]([O:28]CC(CC)CCCC)(=[O:27])[CH:25]=[CH2:26].[H-].[Ca+2].[H-]>C1COCC1.CC(C)=O>[C:24]([O:28][CH:14]([CH2:7][CH3:8])[CH2:19][CH2:18][CH2:17][CH2:16][CH3:15])(=[O:27])[CH:25]=[CH2:26]

참가 물질

8

반응물 5

HCID 280Carbon DioxideHCID 76362-Ethylhexyl acrylateHCID 3033859Calcium hydrideHCID 178506892HCID 178506892, 화합물HCID 178506944HCID 178506944, 화합물

생성물 1

HCID 15748566Octane-3-yl acrylate수율 95%

시약·촉매·용매 2

HCID 180Acetone용매HCID 8028Tetrahydrofuran용매3회

실험 절차

2.0×10-3 mol of CH3OCH2CH2OLi in solution in THF are introduced under nitrogen atmosphere into a predried round bottom flask. 100 ml of predried THF are added followed, with stirring, dropwise, by 1.0×10-3 mol of (Ph)2CHLi in 0.2-molar solution in THF. The mixture is cooled to a temperature of -78° C. with a mixture of acetone and solid carbon dioxide, followed by the addition, still at -78° C., of 0.048 mol of 2-ethylhexyl acrylate previously stirred for 48 hours over calcium hydride, distilled and then treated over fluorenyllithium until the appearance of a yellow colour and distilled over triethylaluminium immediately before the polymerisation. After 10 minutes the reaction is stopped by addition of 5 ml of acidified methanol and the solvent is then stripped off. An ethylhexyl acrylate polymer is obtained in a 95% yield. Analysis of the polymer by GPC shows the following characteristics:

후처리

  1. distillationdistilled
  2. additiontreated over fluorenyllithium until the appearance of a yellow colour
  3. distillationdistilled over triethylaluminium immediately before the polymerisation
  4. additionAfter 10 minutes the reaction is stopped by addition of 5 ml of acidified methanol

출처 및 근거

ORD 기록
ord-45d2bacd353541439aba0a5dfb9e5181
출처 데이터셋
uspto-grants-1997_11
특허 번호
US05686534

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