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p-Toluenesulfonic acid → 1-(4,5-Diphenyloxazol-2-yl)-8-(3-methoxybenzyl)-1-cyclooctene

HRID 380116
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HRID 380116 반응식
O[C:2]1([C:19]2[O:20][C:21]([C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)=[C:22]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)[N:23]=2)[CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH:3]1[CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([O:17][CH3:18])[CH:12]=1.C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[C:24]1([C:22]2[N:23]=[C:19]([C:2]3[CH:3]([CH2:10][C:11]4[CH:16]=[CH:15][CH:14]=[C:13]([O:17][CH3:18])[CH:12]=4)[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH:9]=3)[O:20][C:21]=2[C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1
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참가 물질

4

반응물 2

HCID 6101p-Toluenesulfonic acidHCID 183672891-(Hydroxy)-1-(4,5-diphenyloxazol-2-yl)-2-(3-methoxybenzyl)cyclooctane

생성물 1

HCID 543076321-(4,5-Diphenyloxazol-2-yl)-8-(3-methoxybenzyl)-1-cyclooctene수율 112.9%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

A mixture of 1-(hydroxy)-1-(4,5-diphenyloxazol-2-yl)-2-(3-methoxybenzyl)cyclooctane (3.5 g) and p-toluenesulfonic acid (500 mg) in toluene (50 ml) was stirred for 4 hours under reflux. The solution was washed with water, sat. NaHCO3, and brine, dried over MgSO4, and evaporated in vacuo. The residue was purified by chromatography on silica gel to afford 1-(4,5-diphenyloxazol-2-yl)-8-(3-methoxybenzyl)-1-cyclooctene (3.8 g).

후처리

  1. temperatureunder reflux
  2. washThe solution was washed with water, sat. NaHCO3, and brine
  3. dry with materialdried over MgSO4
  4. customevaporated in vacuo
  5. customThe residue was purified by chromatography on silica gel

출처 및 근거

ORD 기록
ord-b2719afb3ad04bae91ffc9384f9a883b
출처 데이터셋
uspto-grants-2001_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06300344B1

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