Potassium bisulfate → 1-(4,5-Diphenyloxazol-2-yl)-5-(3-methoxybenzyl)cyclopentene

HRID 377303ノート

反応式

HRID 377303 の反応式
O[C:2]1([C:16]2[O:17][C:18]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)=[C:19]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[N:20]=2)[CH2:6][CH2:5][CH2:4][CH:3]1[CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([O:14][CH3:15])[CH:9]=1.S([O-])(O)(=O)=O.[K+]>C1(C)C=CC=CC=1>[C:21]1([C:19]2[N:20]=[C:16]([C:2]3[CH:3]([CH2:7][C:8]4[CH:13]=[CH:12][CH:11]=[C:10]([O:14][CH3:15])[CH:9]=4)[CH2:4][CH2:5][CH:6]=3)[O:17][C:18]=2[C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1

参加物

4

反応物 2

HCID 516920Potassium bisulfateHCID 193585111-Hydroxy-1-(4,5-diphenyloxazol-2-yl)-2-(3-methoxybenzyl)cyclopentane

生成物 1

HCID 211965411-(4,5-Diphenyloxazol-2-yl)-5-(3-methoxybenzyl)cyclopentene収率 104.4%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

To a solution of 1-hydroxy-1-(4,5-diphenyloxazol-2-yl)-2-(3-methoxybenzyl)cyclopentane (8.0 g) in toluene (160 ml) was added potassium hydrogensulfate (2.6 g), and the solution was stirred for 1 hour under reflux. After being cooled, the solution was washed with water, saturated sodium bicarbonate aqueous solution and brine and evaporated in vacuo. The oily residue was chromatographed on silica gel to afford a mixture (8.0 g) of 1-(4,5-diphenyloxazol-2-yl)-5-(3-methoxybenzyl)-cyclopentene and 1-(4,5-diphenyloxazol-2-yl)-2-(3-methoxybenzyl)cyclopentene.

後処理

  1. temperatureunder reflux
  2. temperatureAfter being cooled
  3. washthe solution was washed with water, saturated sodium bicarbonate aqueous solution and brine
  4. customevaporated in vacuo
  5. customThe oily residue was chromatographed on silica gel

出典と根拠

ORDレコード
ord-191f60b0ae0943ce9325336ff7c37d9d
出典データセット
uspto-grants-2000_02
特許番号
US06025375

反応ノート

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