Reacción #83704

Ecuación de reacción

(3aRS,7RS,7aSR)-7-hydroxy-7-(2-methoxyphenyl)-4-perhydroisoindolone

triethylamine

(2-methoxyphenyl)acetic acid

1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride

→

(3aRS,7RS,7aSR)-7-hydroxy-7-(2-methoxyphenyl)-2-[(2-methoxyphenyl)acetyl]-4-perhydroisoindolone

Rendimiento 81.2%

Disolventes

dichloromethane

Condiciones de reacción

Tratamiento posterior

1. 1
   Lavadothe reaction mixture is washed with 100 cm3 of water
2. 2
   Secadodried over magnesium sulphate
3. 3
   Concentraciónconcentrated to dryness under reduced pressure (2.7 kPa)
4. 4
   OtroThe residue obtained
5. 5
   Otrois recrystallized in ethyl ether
6. 6
   Otrodried under reduced pressure (2.7 kPa)

Procedimiento

To a solution of 2.8 g of (3aRS,7RS,7aSR)-7-hydroxy-7-(2-methoxyphenyl)-4-perhydroisoindolone and 1.3 cm3 of triethylamine in 60 cm3 of anhydrous dichloromethane are added 1.55 g of (2-methoxyphenyl)acetic acid, 0.03 g of hydroxybenzotriazole hydrate and 1.96 g of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride. After stirring for 20 hours at 20° C., the reaction mixture is washed with 100 cm3 of water, dried over magnesium sulphate and then concentrated to dryness under reduced pressure (2.7 kPa). The residue obtained is recrystallized in ethyl ether and the crystals are drained and then dried under reduced pressure (2.7 kPa). 3.1 g of (3aRS,7RS,7aSR)-7-hydroxy-7-(2-methoxyphenyl)-2-[(2-methoxyphenyl)acetyl]-4-perhydroisoindolone are obtained, in the form of a white solid melting at 184° C.

Fuente