Toluene → 5-Norbornene 2-allylacetate 5-butylnorbornene 5-norbornene-2-carboxylic methylester

HRID 1160024

반응식

HRID 1160024 반응식
[CH:1]12[CH2:7][CH:4]([CH:5]=[CH:6]1)[CH2:3][CH2:2]2.[CH2:8]([CH2:11][C:12]([O-:14])=[O:13])[CH:9]=[CH2:10].[CH2:15]([CH:19]1[CH2:24][CH:23]2[CH2:25][CH:20]1[CH:21]=[CH:22]2)[CH2:16][CH2:17][CH3:18].[CH3:26][O:27][C:28]([CH:30]1[CH2:35][CH:34]2[CH2:36][CH:31]1[CH:32]=[CH:33]2)=[O:29].C1(C)C=CC=CC=1>C(Cl)Cl.CC([O-])=O.CC([O-])=O.[Pd+2].C(O)C>[CH:1]12[CH2:7][CH:4]([CH:3]=[CH:2]1)[CH2:5][CH2:6]2.[CH2:8]([CH2:11][C:12]([O-:14])=[O:13])[CH:9]=[CH2:10].[CH2:15]([CH:19]1[CH2:24][CH:23]2[CH2:25][CH:20]1[CH:21]=[CH:22]2)[CH2:16][CH2:17][CH3:18].[CH3:26][O:27][C:28]([CH:30]1[CH2:35][CH:34]2[CH2:36][CH:31]1[CH:32]=[CH:33]2)=[O:29]

참가 물질

8

반응물 4

HCID 1140Toluene2회HCID 168020Bicyclo[2.2.1]hept-2-ene, 5-butyl-HCID 250075Methyl bicyclo[2.2.1]hept-5-ene-2-carboxylateHCID 865975875-Norbornene 2-allylacetate

생성물 1

HCID 866039015-Norbornene 2-allylacetate 5-butylnorbornene 5-norbornene-2-carboxylic methylester

시약·촉매·용매 3

HCID 167845palladium(II) acetate촉매HCID 702Ethanol용매HCID 6344Dichloromethane용매

반응 조건

온도
90 °C

실험 절차

5-norbornene-2-allylacetate (5 mL, 30.9 mmol), 5-butylnorbornene (1.2 mL, 6.6 mmol), 5-norbornene-2-carboxylic methylester (1 mL, 6.6 mmol) and toluene (12.4 mL) were charged into a 250 mL Schlenk flask. Pd(OAc)2 (0.66 mg, 2.94 μmol) and [(Cy)3PH][(B(C6F5)4) (5.65 mg, 5.88 μmol) were dissolved in CH2Cl2 (1 mL) and added to the monomer solution. While the reaction mixture was stirred for 18 hours at 90° C., the reaction mixture became viscous. After the reaction was completed, 120 ml of toluene was added to the viscous solution to dilute it. The solution was poured into an excess of ethanol to precipitate a white polymer, which was filtered through a glass funnel, washed with ethanol, and dried in vacuo at 80° C. for 24 hours to yield 5-norbornene-2-allylacetate/5-butylnorbornene/5-norbornene-2-carboxylic methylester polymer (6.45 g: 90.5% by weight based on the total weight of used monomers). The weight average molecular weight (Mw) of the polymer was 211,891 and Mw/Mn was 2.67.

후처리

  1. additionadded to the monomer solution
  2. additionto dilute it
  3. customto precipitate a white polymer, which
  4. filtrationwas filtered through a glass funnel
  5. washwashed with ethanol
  6. customdried in vacuo at 80° C. for 24 hours

출처 및 근거

ORD 기록
ord-73911c09baf34fb89d312d7a9b4426db
출처 데이터셋
uspto-grants-2010_10
특허 번호
US07814713B2

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