Water → HCID 23070162, 화합물

HRID 34009

반응식

HRID 34009 반응식
C([Li])CCC.Br[C:7]1[CH:11]=[CH:10][S:9][C:8]=1[Cl:12].[CH:13]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[CH:16]=[CH:15][C:14]=1[CH:23]=[O:24].O>CCCCCC.C(OCC)C>[Cl:12][C:8]1[S:9][CH:10]=[CH:11][C:7]=1[CH:23]([C:14]1[CH:15]=[CH:16][C:17]2[C:22](=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:13]=1)[OH:24]

참가 물질

7

반응물 4

HCID 962WaterHCID 62012-NaphthalenecarboxaldehydeHCID 27245593-Bromo-2-chlorothiopheneHCID 178418339Butyllithium

생성물 1

HCID 23070162HCID 23070162, 화합물수율 84.8%

시약·촉매·용매 2

HCID 3283Diethyl Ether용매2회HCID 8058Hexane용매

실험 절차

Under nitrogen atmosphere, to a solution of 3.2 mL of 1.57 M n-butyllithium in hexane in 7 mL of diethyl ether was added a solution of 1.00 g of 3-bromo-2-chlorothiophene in 8 mL diethyl ether at −78° C., and stirred at this temperature for 1 hour. At the same temperature, 0.87 g of 2-naphthaldehyde was added, stirred for 3 hours while raising the temperature to room temperature, then added with water, extracted with ethylacetate, washed successively with saturated aqueous ammonium chloride and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated, and the resultant crude product was purified and separated by silica gel column chromatography (ethyl acetate:n-hexane=1:20-1:5), to afford 1.18 g of the title compound as colorless crystals.

후처리

  1. stirringstirred for 3 hours
  2. extractionextracted with ethylacetate
  3. washwashed successively with saturated aqueous ammonium chloride and saturated brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customThe solvent was evaporated
  6. customthe resultant crude product was purified
  7. customseparated by silica gel column chromatography (ethyl acetate:n-hexane=1:20-1:5)

출처 및 근거

ORD 기록
ord-4a80a6305a224c85bee56ea956bdbaea
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07429609B2

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