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2,3-Dimethyl-1,3-butadiene → dimethyl (1R,2R)-4,5-dimethyl-4-cyclohexene-1,2-dicarboxylate

HRID 128770
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인쇄 미리보기

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HRID 128770 반응식
[CH3:1][C:2]([C:4]([CH3:6])=[CH2:5])=[CH2:3].[C:7]([O:15][CH3:16])(=[O:14])/[CH:8]=[CH:9]/[C:10]([O:12][CH3:13])=[O:11]>C1(C)C=CC=CC=1>[CH3:3][C:2]1[CH2:1][C@@H:9]([C:10]([O:12][CH3:13])=[O:11])[C@H:8]([C:7]([O:15][CH3:16])=[O:14])[CH2:5][C:4]=1[CH3:6]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 105662,3-Dimethyl-1,3-butadieneHCID 637568Dimethyl Fumarate

생성물 1

HCID 2767837dimethyl (1R,2R)-4,5-dimethyl-4-cyclohexene-1,2-dicarboxylate수율 85%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

2,3-dimethylbutadiene (9.84 g, 0.12mol) and dimethyl fumarate (14.4 g, 0.1 mol) were stirred together in toluene (40 ml) at 50° C. for 24 hr. The solvent was removed in vacuo and the solid residue recrystallised from diethyl ether, to give the title compound in 85% yield. N.m.r: δH (90 MHz, CD3OD) 3.71 (s,6H), 2.55 (m,2H), 2.10 (m,4H), 1.74 ppm (s,6H).

후처리

  1. customThe solvent was removed in vacuo
  2. customthe solid residue recrystallised from diethyl ether

출처 및 근거

ORD 기록
ord-d2c6027d43214ddd941a4186cdc328a5
출처 데이터셋
uspto-grants-1995_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05464873

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