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Sodium Hydroxide → 1-((4-methoxyphenyl)methyl)-1H-indazole-3-carboxylic acid

HRID 1372789
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1372789
[CH3:1][O:2][C:3]1[CH:22]=[CH:21][C:6]([CH2:7][N:8]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[C:10]([C:17]([O:19]C)=[O:18])=[N:9]2)=[CH:5][CH:4]=1.[OH-].[Na+]>C1COCC1.Cl>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:7][N:8]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[C:10]([C:17]([OH:19])=[O:18])=[N:9]2)=[CH:21][CH:22]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 2

HCID 14798Sodium HydroxideHCID 17859014methyl 1-((4-methoxyphenyl)methyl)-1H-indazole-3-carboxylate

Produkt 1

HCID 178594441-((4-methoxyphenyl)methyl)-1H-indazole-3-carboxylic acidAusbeute 80 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 313Hydrochloric AcidLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

Methyl 1-(4-methoxybenzyl)-3-indazolylcarboxylate (830 mg, 2.80 mmol) was dissolved in THF (22 ml). To the resulting solution was added 0.25N NaOH (22 ml, 5.60 mmol). The resulting mixture was stirred for 15 hours at room temperature. The reaction mixture was poured in 1N HCl (50 ml), followed by extraction with chloroform (2×100 ml). The extract was dried over anhydrous magnesium sulfate and distilled under reduced pressure to remove the solvent. The residue was dissolved in chloroform and hexane was added to the resulting solution until precipitation appeared. The crystals thus precipitated were collected by filtration under reduced pressure and dried for 12 hours under reduced pressure to give 1-(4-methoxybenzyl)-3-indazolylcarboxylicacid (630 mg, 80%) as a colorless amorphous substance.

Aufarbeitung

  1. extractionfollowed by extraction with chloroform (2×100 ml)
  2. dry with materialThe extract was dried over anhydrous magnesium sulfate
  3. distillationdistilled under reduced pressure
  4. customto remove the solvent
  5. dissolutionThe residue was dissolved in chloroform
  6. additionhexane was added to the resulting solution until precipitation
  7. customThe crystals thus precipitated
  8. filtrationwere collected by filtration under reduced pressure
  9. customdried for 12 hours under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-44fa06e71e484ca382967f1ba947822e
Quelldatensatz
uspto-grants-2007_01
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07157487B2

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