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Sodium Methoxide → 2-Methoxymethyl-6-(4-trifluoromethyl-phenyl)-nicotinic acid methyl ester

HRID 1242363
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HRID 1242363 반응식
[CH3:1][O:2][C:3](=[O:22])[C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:15]=[CH:14][C:13]([C:16]([F:19])([F:18])[F:17])=[CH:12][CH:11]=2)=[N:6][C:5]=1[CH2:20]Br.[CH3:23][O-:24].[Na+]>CO>[CH3:1][O:2][C:3](=[O:22])[C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:15]=[CH:14][C:13]([C:16]([F:19])([F:18])[F:17])=[CH:12][CH:11]=2)=[N:6][C:5]=1[CH2:20][O:24][CH3:23]
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참가 물질

4

반응물 2

HCID 10942334Sodium MethoxideHCID 67072139HCID 67072139, 화합물

생성물 1

HCID 670723702-Methoxymethyl-6-(4-trifluoromethyl-phenyl)-nicotinic acid methyl ester

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To 0.401 g (1.072 mmol) of the above prepared 2-bromomethyl-6-(4-trifluoromethyl-phenyl)-nicotinic acid methyl ester, dissolved in 4.0 ml of abs. MeOH, was added 0.116 g (2.15 mmol) of sodium methoxide and the mixture stirred for 4 h at ambient temperature, when TLC indicated the complete disappearance of starting material. Pouring onto crashed ice/NH4Cl-solution, twofold extraction with AcOEt, washing with water and brine, drying over magnesium sulfate, and evaporation of the solvents, followed by flash chromatography (SiO2, hexane/AcOEt=9/1), produced 0.279 g of pure title compound as white solid.

후처리

  1. dissolutiondissolved in 4.0 ml of abs
  2. additionPouring
  3. extractionextraction with AcOEt
  4. washwashing with water and brine
  5. dry with materialdrying over magnesium sulfate, and evaporation of the solvents

출처 및 근거

ORD 기록
ord-cca272acaad84bb6809b2c2af6e297d1
출처 데이터셋
uspto-grants-2006_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07115611B2

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