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

HRID 1080929

反応式

HRID 1080929 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

HCID 2767837dimethyl (1R,2R)-4,5-dimethyl-4-cyclohexene-1,2-dicarboxylate

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

2,3-dimethylbutadiene (9.84 g, 0.12 mol) 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).

後処理

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

出典と根拠

ORDレコード
ord-36a11a5880564402a8ee36df76998b9b
出典データセット
uspto-grants-1996_12
特許番号
US05583261

関連ノート

読み込み中…