Adafenoxate is a compound related to

centrophenoxine Meclofenoxate (INN, BAN; brand name Lucidril, also known as centrophenoxine) is a cholinergic nootropic used as a dietary supplement. It is an ester of dimethylethanolamine (DMAE) and 4-chlorophenoxyacetic acid (pCPA). In elderly patients, me ...

, that has been found to act as a

nootropic Nootropics ( , or ) (colloquial: smart drugs and cognitive enhancers, similar to adaptogens) are a wide range of natural or synthetic supplements or drugs and other substances that are claimed to improve cognitive function or to promote re ...

in rats.

Synthesis

Ex 1: 4-Chlorophenoxyacetic acid (pCPA) 22-88-3is converted to its acid chloride to give 4-chlorophenoxyacetyl chloride 122-68-3(1). Esterification with 2-(1-adamantylamino)ethanol 716-66-3(2) gives Adafenoxate (3) in a single step. Ex 2: Same as above but

Fischer–Speier esterification Fischer esterification or Fischer–Speier esterification is a special type of esterification by refluxing a carboxylic acid and an alcohol in the presence of an acid catalyst. The reaction was first described by Emil Fischer and Arthur Speier ...

done via a DS-trap. This gives an 88% yield.

References

Adamantanes Chloroarenes Cholinergics Amines Nootropics Phenoxyacetic acids {{amine-stub