Reaktion #529460

Reaktionsgleichung

methyl-3-allyl-5-(4'-fluorophenyl)-salicylate

sodium hydroxide

→

3-Allyl-5-(4'-fluorophenyl)-2-hydroxy-benzoic acid

Lösungsmittel

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONA mixture of 3.9 g
2. 2
   Temperaturat reflux for 15 minutes
3. 3
   EinengenThe mixture is concentrated in vacuo
4. 4
   Sonstigeto remove methanol
5. 5
   workup.ADDITIONdiluted to 60 ml
6. 6
   FiltrationThe product is collected by filtration
7. 7
   Sonstigedried
8. 8
   Sonstigerecrystallized from benzene

Vorschrift

A mixture of 3.9 g. methyl-3-allyl-5-(4'-fluorophenyl)-salicylate, 40 ml. of methanol, and 10 ml. of 2.5 N sodium hydroxide solution is heated at reflux for 15 minutes. The mixture is concentrated in vacuo to remove methanol, diluted to 60 ml. with water, and acidified with dilute hydrochloric acid. The product is collected by filtration, dried, and recrystallized from benzene. The yield of 3-allyl-5-(4'-fluorophenyl)-2-hydroxy-benzoic acid is 3.4 g., m.p. 170° - 172° C.

Quelle