Réaction #1069097

Équation de réaction

9-amino-1,2,3,4-tetrahydroacridin-1-ol

methyl thioglycolate

sodium bicarbonate

→

product

Methyl[(9-amino-1,2,3,4-tetrahydroacridin-1yl)thio]acetate

Conditions de réaction

Traitement

1. 1
   Extractionextracted with ethyl acetate
2. 2
   LavageThe combined organic extracts were washed with water, saturated sodium chloride
3. 3
   Séchagedried over anhydrous magnesium sulfate
4. 4
   ConcentrationThe filtrate was concentrated in vacuo
5. 5
   Autrethe residue was triturated with ethyl ether

Mode opératoire

To a suspension of 9-amino-1,2,3,4-tetrahydroacridin-1-ol (8.82 g) and methyl thioglycolate (40 ml) was added 40 drops of sulfuric acid. The reaction mixture was stirred at ambient temperature for 3 hrs, poured into an iced sodium bicarbonate solution, and extracted with ethyl acetate. The combined organic extracts were washed with water, saturated sodium chloride, and dried over anhydrous magnesium sulfate. The filtrate was concentrated in vacuo and the residue was triturated with ethyl ether to give 2.79 g of product, mp 175°-183° C. (dec.). Recrystallization from methanol/water gave the analytical sample, mp 194°-196° C. (dec.)

Source