Sodium Hydroxide → 2-(2,5-Dichloro-4-methoxyphenyl)acetic acid

HRID 1930122

Reaktionsgleichung

Reaktionsgleichung von HRID 1930122
[Cl:1][C:2]1[CH:7]=[C:6]([O:8][CH3:9])[C:5]([Cl:10])=[CH:4][C:3]=1[CH:11](C(OCC)=O)[C:12]([O:14]CC)=[O:13].[OH-].[Na+]>C1COCC1.CCO>[Cl:1][C:2]1[CH:7]=[C:6]([O:8][CH3:9])[C:5]([Cl:10])=[CH:4][C:3]=1[CH2:11][C:12]([OH:14])=[O:13]

Komponenten

5

Edukt 2

HCID 14798Sodium HydroxideHCID 59627728Diethyl 2-(2,5-dichloro-4-methoxyphenyl)malonate2×

Produkt 1

HCID 52022252-(2,5-Dichloro-4-methoxyphenyl)acetic acidAusbeute 60,7 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

A solution of diethyl 2-(2,5-dichloro-4-methoxyphenyl)malonate (Intermediate 4-5; 1.88 g, 5.61 mmol) in THF (55 mL) and EtOH (5 mL) was treated with 2M sodium hydroxide (11.22 mL, 22.44 mmol) in one portion and the resulting solution was stirred at 60° C. for 17 hours. The reaction mixture was evaporated and the aqueous residue was acidified with 2M HCl. The precipitate was collected by filtration, washed with water (25 mL) and dried under vacuum to afford 2-(2,5-dichloro-4-methoxyphenyl)acetic acid (0.800 g, 60.7%) as a grey solid, which was used without further purification.

Aufarbeitung

  1. customThe reaction mixture was evaporated
  2. filtrationThe precipitate was collected by filtration
  3. washwashed with water (25 mL)
  4. customdried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-1c6b304e486b48c9804a207ee40507f9
Quelldatensatz
uspto-grants-2012_05
Patentnummer
US08188092B2

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