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Sodium Methoxide → HCID 68296408, Verbindung

HRID 631882
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 631882
[CH2:1]([N:8]1[C:12]([C:13]2[C:18]([N+:19]([O-:21])=[O:20])=[CH:17][CH:16]=[CH:15][C:14]=2F)=[N:11][N:10]=[N:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:23][O-:24].[Na+]>C(Cl)Cl.CO>[CH2:1]([N:8]1[C:12]([C:13]2[C:18]([N+:19]([O-:21])=[O:20])=[CH:17][CH:16]=[CH:15][C:14]=2[O:24][CH3:23])=[N:11][N:10]=[N:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 2

HCID 10942334Sodium MethoxideHCID 68296411HCID 68296411, Verbindung2×

Produkt 1

HCID 68296408HCID 68296408, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

1-Benzyl-5-(2-fluoro-6-nitrophenyl)-1H-tetrazole (Intermediate 18, 0.3 g) was dissolved in DCM (4 mL) and a solution of sodium methoxide in methanol (20%; 2 mL) was added. The mixture was stirred for 4 hours and then the solvent was removed by evaporation under vacuum. The residue was dissolved in ethyl acetate and washed with 1N hydrochloric acid and then brine. The organic solution was dried with sodium sulfate, filtered and the solvent was removed by evaporation under vacuum. The residue was purified by flash chromatography on silica, eluting with a mixture of DCM and methanol. The fractions containing the desired product were combined and evaporated to give the title compound as a pale yellow solid (0.14 g).

Aufarbeitung

  1. customthe solvent was removed by evaporation under vacuum
  2. dissolutionThe residue was dissolved in ethyl acetate
  3. washwashed with 1N hydrochloric acid
  4. dry with materialThe organic solution was dried with sodium sulfate
  5. filtrationfiltered
  6. customthe solvent was removed by evaporation under vacuum
  7. customThe residue was purified by flash chromatography on silica
  8. washeluting with a mixture of DCM and methanol
  9. additionThe fractions containing the desired product
  10. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-3e2822bc585f4353ad698a33f008b831
Quelldatensatz
uspto-grants-2016_04
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US09321740B2

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