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

HRID 377303노트

반응식

HRID 377303 반응식
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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-191f60b0ae0943ce9325336ff7c37d9d
출처 데이터셋
uspto-grants-2000_02
특허 번호
US06025375

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