Réaction #47219

Équation de réaction

HCl

LiOH.H2O

methyl 4-chlorobenzo[d][1,3]dioxole-5-carboxylate

THF

→

4-chlorobenzo[d][1,3]dioxole-5-carboxylic acid

Solvants

H2O

water

Conditions de réaction

Traitement

1. 1
   AutreThe vial was capped
2. 2
   Extractionextracted with ethyl acetate
3. 3
   SéchageThe combined organic layers was dried over anhydrous Na2SO4
4. 4
   Filtrationfiltered
5. 5
   Autrethe solvent was removed under vacuum

Mode opératoire

To a vial containing methyl 4-chlorobenzo[d][1,3]dioxole-5-carboxylate (395.8 mg, 1.8 mmol, 1 equiv.) in 3:1 THF:H2O (15 mL) was added LiOH.H2O (153.3 mg, 3.7 mmol, 2 equiv.). The vial was capped and the mixture was stirred at 70° C. for 2 h, diluted with water, acidified with 1M HCl to pH <3, and extracted with ethyl acetate. The combined organic layers was dried over anhydrous Na2SO4, filtered and the solvent was removed under vacuum to give a quantitative yield of 4-chlorobenzo[d][1,3]dioxole-5-carboxylic acid as a white solid.

Source