Sodium Hydroxide → 3-(2-Quinolinylmethoxy)benzeneacetic acid

HRID 622163Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 622163
C[O:2][C:3](=[O:23])[CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([O:11][CH2:12][C:13]2[CH:22]=[CH:21][C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[N:14]=2)[CH:6]=1.[OH-].[Na+]>O1CCCC1>[N:14]1[C:15]2[C:20](=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH:21]=[CH:22][C:13]=1[CH2:12][O:11][C:7]1[CH:6]=[C:5]([CH2:4][C:3]([OH:23])=[O:2])[CH:10]=[CH:9][CH:8]=1

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 19934822Methyl-3-[(2-quinolinyl)methoxy]benzeneacetate

Produkt 1

HCID 1285433-(2-Quinolinylmethoxy)benzeneacetic acidAusbeute 94 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

The ester of (A) above (19.5 g, 63.4 mmol) is dissolved in tetrahydrofuran (150 ml) and 1N NaOH (150 ml) is added. The reaction is heated at reflux for 3 hours. The tetrahydrofuran is removed in vacuo and the remaining solution is adjusted to pH 3 using 1N HCl. A precipitate forms which is filtered and dried, giving 17.5 g (94% yield) of product, m.p. 128°-130° C.

Aufarbeitung

  1. temperatureThe reaction is heated
  2. temperatureat reflux for 3 hours
  3. customThe tetrahydrofuran is removed in vacuo
  4. filtrationA precipitate forms which is filtered
  5. customdried

Quellen und Nachweise

ORD-Eintrag
ord-9f8fd836e4804c188da76d7fcfd0f53c
Quelldatensatz
uspto-grants-1988_09
Patentnummer
US04769461

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