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4-Cyanophenol → HCID 22131913, 화합물

HRID 1856596
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HRID 1856596 반응식
[Na].[C:2]([C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][CH:5]=1)#[N:3].[CH2:11]([O:14][CH2:15]Cl)[C:12]#[CH:13]>C(C(C)=O)C>[C:2]([C:4]1[CH:9]=[CH:8][C:7]([O:10][CH2:15][O:14][CH2:11][C:12]#[CH:13])=[CH:6][CH:5]=1)#[N:3]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 130194-CyanophenolHCID 5360545SodiumHCID 122413411-Propyne, 3-(chloromethoxy)-

생성물 1

HCID 22131913HCID 22131913, 화합물수율 80.1%

시약·촉매·용매 1

HCID 6569Methyl Ethyl Ketone용매

실험 절차

A sodium salt of p-cyanophenol(14.1 g) was dissolved in methyl ethyl ketone (20 ml), and chloromethyl 2-propynyl ether (Intermediate I-a) (10.6g, 0.1 mol) prepared in example 1 was added dropwise to the solution with stirring at room temperature. The reaction mixture was stirred for further 2 hours and the solvent was then evaporated off. The residue was extracted with toluene (30 ml) and the organic layer was washed with distilled water (20 g). The solvent was then evaporated off to obtain a crude reaction product (18.7 g). This was recrystallized from hexane (60 ml) to obtain 1-cyano-4-[(2-propynyloxy)methoxy]benzene (Intermediate II-i) (15.0 g, 79.7% yield). Its chemical purity by HPLC was 99.0%.

후처리

  1. additionwas added dropwise to the solution
  2. stirringThe reaction mixture was stirred for further 2 hours
  3. customthe solvent was then evaporated off
  4. extractionThe residue was extracted with toluene (30 ml)
  5. washthe organic layer was washed with distilled water (20 g)
  6. customThe solvent was then evaporated off
  7. customto obtain a crude
  8. customThis was recrystallized from hexane (60 ml)

출처 및 근거

ORD 기록
ord-ce8f885c5ad64cb5b1c7b8868711edae
출처 데이터셋
uspto-grants-2000_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06143311

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