Ethyl Acetate → {2-(3-Hydroxy-4-methoxyphenyl)-2-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylimino]-1-methylsulfanylethylidene}carbamic acid methyl ester

HRID 2079119노트

반응식

HRID 2079119 반응식
[CH3:1][O:2][C:3](=[O:41])[N:4]=[C:5]([S:39][CH3:40])[C:6]([C:20]1[CH:25]=[CH:24][C:23]([O:26][CH3:27])=[C:22]([O:28][Si](C(C)C)(C(C)C)C(C)C)[CH:21]=1)=[N:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[N:18]=[C:17]([CH3:19])[O:16][N:15]=2)=[CH:10][CH:9]=1.[Cl-].[NH4+].C(OCC)(=O)C>C1COCC1.CCCC[N+](CCCC)(CCCC)CCCC.[F-]>[CH3:1][O:2][C:3](=[O:41])[N:4]=[C:5]([S:39][CH3:40])[C:6]([C:20]1[CH:25]=[CH:24][C:23]([O:26][CH3:27])=[C:22]([OH:28])[CH:21]=1)=[N:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[N:18]=[C:17]([CH3:19])[O:16][N:15]=2)=[CH:10][CH:9]=1

참가 물질

6

반응물 3

HCID 8857Ethyl AcetateHCID 25517Ammonium ChlorideHCID 72312841{2-(4-Methoxy-3-triisopropylsilanyloxyphenyl)-2-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylimino]-1-methylsulfanylethylidene}carbamic acid methyl ester

생성물 1

HCID 72312763{2-(3-Hydroxy-4-methoxyphenyl)-2-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylimino]-1-methylsulfanylethylidene}carbamic acid methyl ester수율 72.4%

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 2724141Tetrabutylammonium Fluoride용매

실험 절차

After dissolving 3.52 g of {2-(4-methoxy-3-triisopropylsilanyloxyphenyl)-2-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylimino]-1-methylsulfanylethylidene}carbamic acid methyl ester in 50 ml of THF, 6.49 ml of TBAF (1.0 M, THF solution) was added and the mixture was stirred at room temperature for 15 hours. Saturated aqueous ammonium chloride was added to the reaction mixture, and extraction was performed with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate. The desiccating agent was filtered off and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate-heptane) to give the title compound (1.88 g, isomeric mixture) as a light yellow solid.

후처리

  1. additionwas added
  2. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  3. filtrationThe desiccating agent was filtered off
  4. concentrationthe filtrate was concentrated under reduced pressure
  5. customThe residue was purified by silica gel column chromatography (ethyl acetate-heptane)

출처 및 근거

ORD 기록
ord-7708f910ac06498bb74742476f45654b
출처 데이터셋
uspto-grants-2011_04
특허 번호
US07928228B2

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