Reaktion #2302305

Reaktionsgleichung

4-iodo-2-methoxybenzoic acid methyl ester

4-Iodo-2-methoxybenzoic acid methyl ester

sodium hydroxide

→

title product

Ausbeute 97.3%

4-Iodo-2-methoxybenzoic acid

Ausbeute 97.3%

Lösungsmittel

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe reaction mixture was heated
2. 2
   Temperaturat reflux for 3 hours
3. 3
   Temperaturcooled
4. 4
   Einengenconcentrated in vacuo
5. 5
   Sonstigeto give an orange oil that
6. 6
   Sonstigewas partitioned between ethyl acetate and 2 N hydrochloric acid
7. 7
   TrocknenThe organic layer was dried over anhydrous sodium sulfate
8. 8
   Filtrationfiltered
9. 9
   Einengenconcentrated in vacuo

Vorschrift

The 4-iodo-2-methoxybenzoic acid methyl ester of Step A (2.7 g, 9.24 mmol) was dissolved in tetrahydrofuran (40 mL) and 1 N sodium hydroxide (20 mL, 20 mmol) was added. The reaction mixture was heated at reflux for 3 hours, then cooled and concentrated in vacuo to give an orange oil that was partitioned between ethyl acetate and 2 N hydrochloric acid. The organic layer was dried over anhydrous sodium sulfate, filtered and concentrated in vacuo to give 2.5 g of title product as a yellow-orange solid, m.p. 144–146° C.

Quelle