Reaction #1222

Reaction equation

ester

ethyl 2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-anthryl)-4-thiophenecarboxylate

sodium hydroxide

→

2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-anthryl)-4-thiophenecarboxylic acid

Conditions

Workup

1. 1
   Temperaturethe mixture was heated
2. 2
   Temperatureat reflux for one hour
3. 3
   OtherThe reaction medium was evaporated to dryness
4. 4
   Filtrationthe solids filtered
5. 5
   OtherThe product obtained
6. 6
   Otherwas recrystallized from an ethyl alcohol/water mixture and 4.5 g (77%) of the expected acid of melting point 223°-225° C.
7. 7
   Otherwere recovered

Procedure

6.3 g (16 mmol) of the ester prepared in Example 1 and 100 ml of a 2N methanolic sodium hydroxide solution were introduced into a round-bottomed flask and the mixture was heated at reflux for one hour. The reaction medium was evaporated to dryness, the residue taken up in water, acidified to pH 1 with concentrated hydrochloric acid and the solids filtered. The product obtained was recrystallized from an ethyl alcohol/water mixture and 4.5 g (77%) of the expected acid of melting point 223°-225° C. were recovered.

Source