1,3-Cyclohexadiene → 5,6-Di(benzenesulfonyl)bicyclo[2.2.2]oct-2-ene

HRID 249646

反応式

HRID 249646 の反応式
[CH:1]1[CH2:6][CH2:5][CH:4]=[CH:3][CH:2]=1.[C:7]1([S:13](/[CH:16]=[CH:17]/[S:18]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)(=[O:20])=[O:19])(=[O:15])=[O:14])[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1>C1(C)C=CC=CC=1>[C:7]1([S:13]([CH:16]2[CH:17]([S:18]([C:21]3[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=3)(=[O:20])=[O:19])[CH:3]3[CH2:4][CH2:5][CH:6]2[CH:1]=[CH:2]3)(=[O:14])=[O:15])[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=1

参加物

4

反応物 2

HCID 116051,3-CyclohexadieneHCID 5367099trans-1,2-Bis(phenylsulfonyl)ethylene

生成物 1

HCID 127784115,6-Di(benzenesulfonyl)bicyclo[2.2.2]oct-2-ene収率 104.6%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

A mixed solution of 3.16 g (39.5 mmol) of 1,3-cyclohexadiene, 10.5 g (34.05 mmol) of trans-1,2-bis(phenylsulfonyl)ethylene, and 200 ml of toluene was refluxed for 7 hours. Then, the mixed solution was cooled and concentrated under reduced pressure to yield a reaction mixture. The reaction crude product was recrystallized (chloroform/hexane) to yield 5,6-bis(phenylsulfonyl)-bicyclo[2,2,2]octa-2-ene (13.8 g, 35.6 mmol, 90% yield).

後処理

  1. temperatureThen, the mixed solution was cooled
  2. concentrationconcentrated under reduced pressure
  3. customto yield a reaction mixture
  4. customThe reaction crude product
  5. customwas recrystallized (chloroform/hexane)

出典と根拠

ORDレコード
ord-f835a53e818f45ccbbdb0154d064146b
出典データセット
uspto-grants-2011_01
特許番号
US07863081B2

関連ノート

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