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Dimethylformamide → 2-(3-Formylphenyl)-2-isopropyl-1,3-dioxolane

HRID 2390068
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HRID 2390068 반응식
Br[C:2]1[CH:3]=[C:4]([C:8]2([CH:13]([CH3:15])[CH3:14])[O:12][CH2:11][CH2:10][O:9]2)[CH:5]=[CH:6][CH:7]=1.C([Li])CCC.CN([CH:24]=[O:25])C.[Cl-].[NH4+]>C1COCC1>[CH:24]([C:2]1[CH:3]=[C:4]([C:8]2([CH:13]([CH3:15])[CH3:14])[O:12][CH2:11][CH2:10][O:9]2)[CH:5]=[CH:6][CH:7]=1)=[O:25]
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참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 25517Ammonium ChlorideHCID 59323310HCID 59323310, 화합물HCID 178418339Butyllithium

생성물 1

HCID 593234502-(3-Formylphenyl)-2-isopropyl-1,3-dioxolane수율 61%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
-78 °C

실험 절차

110 mg of 2-(3-bromophenyl)-2-isopropyl-1,3-dioxolane was dissolved in 1 mL of THF, and cooled to −78° C., and 0.36 mL of n-butyl lithium (1.5 M hexane solution) was added thereto, followed by stirring for 15 minutes. Thereafter, DMF (0.53 mL) was added thereto, followed by stirring at room temperature for 1 hour. A saturated aqueous ammonium chloride solution was added to the reaction liquid, followed by extraction with diethyl ether. The organic layer was then washed with saturated brine, dried over anhydrous sodium sulfate and then concentrated under reduced pressure to obtain 57 mg (yield 61%) of a title compound as a pale yellow oily substance.

후처리

  1. stirringby stirring at room temperature for 1 hour
  2. extractionfollowed by extraction with diethyl ether
  3. washThe organic layer was then washed with saturated brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-46aa3fc1c3c84d16b736ca19a2b8b73a
출처 데이터셋
uspto-grants-2012_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08273766B2

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