Tricyclohexylphosphine → 5-Butylnorbornene 5-norbornene-2-carboxylic acid butyl ester 5-norbornene-2-carboxylic acid methyl ester

HRID 1270663

반응식

HRID 1270663 반응식
[CH2:1]([CH:5]1[CH2:10][CH:9]2[CH2:11][CH:6]1[CH:7]=[CH:8]2)[CH2:2][CH2:3][CH3:4].[CH2:12]([O:16][C:17]([CH:19]1[CH2:24][CH:23]2[CH2:25][CH:20]1[CH:21]=[CH:22]2)=[O:18])[CH2:13][CH2:14][CH3:15].[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].FC1C([B-](C2C(F)=C(F)C(F)=C(F)C=2F)(C2C(F)=C(F)C(F)=C(F)C=2F)C2C(F)=C(F)C(F)=C(F)C=2F)=C(F)C(F)=C(F)C=1F.C[NH+](C)C1C=CC=CC=1.C1(P(C2CCCCC2)C2CCCCC2)CCCCC1>C([O-])(=O)C.C([O-])(=O)C.[Pd+2].C1(C)C=CC=CC=1>[CH2:1]([CH:5]1[CH2:10][CH:9]2[CH2:11][CH:6]1[CH:7]=[CH:8]2)[CH2:2][CH2:3][CH3:4].[CH2:12]([O:16][C:17]([CH:19]1[CH2:24][CH:23]2[CH2:25][CH:20]1[CH:21]=[CH:22]2)=[O:18])[CH2:13][CH2:14][CH3:15].[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 5

HCID 75806TricyclohexylphosphineHCID 168020Bicyclo[2.2.1]hept-2-ene, 5-butyl-2회HCID 250075Methyl bicyclo[2.2.1]hept-5-ene-2-carboxylate2회HCID 10996402N,N-dimethylanilinium tetrakis(pentafluorophenyl)borateHCID 15608148Butyl bicyclo[2.2.1]hept-5-ene-2-carboxylate2회

생성물 1

HCID 866000195-Butylnorbornene 5-norbornene-2-carboxylic acid butyl ester 5-norbornene-2-carboxylic acid methyl ester

시약·촉매·용매 2

HCID 167845palladium(II) acetate촉매HCID 1140Toluene용매2회

반응 조건

온도
90 °C

실험 절차

5-Butylnorbornene (35.8 g), 5-norbornene-2-carboxylic acid butyl ester (31.1 g) and 5-norbornene-2-carboxylic acid methyl ester (60.9 g) were added to a reactor at room temperature. Toluene (95.8 g) was added to the reactor. Air inside the reactor was replaced by nitrogen and the reactor was heated to 90° C. Palladium diacetate (22.4 mg), dimethyl aniliniumtetrakis (pentafluorophenyl)borate (160.2 mg) and tricylcohexylphosphine (28 mg) dissolved in dichloromethyl were added to the reactor. Reaction was performed for 18 hours while stirring to obtain a tricopolymer solution comprising 30 mol % of 5-butylnorbornene, 20 mol % of 5-norbornene-2-carboxylic acid butyl ester and 50 mol % of 5-norbornene-2-carboxylic acid methyl ester monomers. 287 g of toluene was added to dilute the solution. The copolymer had a molecular weight (Mw) of 175,000. The proportion of Mw/Mn was 2.13.

후처리

  1. additionwere added to the reactor
  2. customReaction
  3. customto obtain a tricopolymer solution
  4. additionto dilute the solution

출처 및 근거

ORD 기록
ord-87ea5941c15a42f28171da8ceea4405a
출처 데이터셋
uspto-grants-2007_04
특허 번호
US07202312B2

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