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Chloroform → N-[2,2-dimethyl-5-(2-{4-[5-(4-methylbenzoyl)-2-thienyl]phenyl}ethyl)-1,3-dioxan-5-yl]acetamide

HRID 1641572
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HRID 1641572 반응식
[OH:1][CH:2]([C:28]1[CH:33]=[CH:32][C:31]([CH3:34])=[CH:30][CH:29]=1)[C:3]1[S:7][C:6]([C:8]2[CH:13]=[CH:12][C:11]([CH2:14][CH2:15][C:16]3([NH:24][C:25](=[O:27])[CH3:26])[CH2:21][O:20][C:19]([CH3:23])([CH3:22])[O:18][CH2:17]3)=[CH:10][CH:9]=2)=[CH:5][CH:4]=1.C1(C)C=CC([Bi](Cl)(Cl)(C2C=CC(C)=CC=2)C2C=CC(C)=CC=2)=CC=1.N12CCCN=C1CCCCC2.C(Cl)(Cl)Cl>C(Cl)Cl>[CH3:22][C:19]1([CH3:23])[O:18][CH2:17][C:16]([NH:24][C:25](=[O:27])[CH3:26])([CH2:15][CH2:14][C:11]2[CH:10]=[CH:9][C:8]([C:6]3[S:7][C:3]([C:2](=[O:1])[C:28]4[CH:33]=[CH:32][C:31]([CH3:34])=[CH:30][CH:29]=4)=[CH:4][CH:5]=3)=[CH:13][CH:12]=2)[CH2:21][O:20]1
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반응물 4

HCID 6212ChloroformHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 11261392Tri(p-tolyl)bismuth dichlorideHCID 57624590N-{5-[2-(4-{5-[hydroxy(4-methylphenyl)methyl]-2-thienyl}phenyl)ethyl]-2,2-dimethyl-1,3-dioxan-5-yl}acetamide

생성물 1

HCID 57624584N-[2,2-dimethyl-5-(2-{4-[5-(4-methylbenzoyl)-2-thienyl]phenyl}ethyl)-1,3-dioxan-5-yl]acetamide
수율 63.1%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of N-{5-[2-(4-{5-[hydroxy(4-methylphenyl)methyl]-2-thienyl}phenyl)ethyl]-2,2-dimethyl-1,3-dioxan-5-yl}acetamide (0.35 g) in methylene chloride (5 mL) were added tri(p-tolyl)bismuth dichloride (393 mg) and 1,8-diazabicyclo[5.4.0]undec-7-ene (108 mg) at room temperature, and the mixture was stirred at the same temperature for 2 hr. Chloroform was added to the reaction mixture, and the mixture was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography to give the title compound (0.22 g) as brown crystals.

후처리

  1. washthe mixture was washed with saturated brine
  2. dry with materialdried over anhydrous sodium sulfate
  3. customThe solvent was evaporated under reduced pressure
  4. customthe residue was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-7ed63bf5a12d486f83abff7d1906a0ec
출처 데이터셋
uspto-grants-2012_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08114902B2

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