Réaction #1552085

Équation de réaction

5-hydroxy-1-trimethylsilanyl-3,3a,4,5-tetrahydro-2H-cyclopenta[c]acridin-2-one

SOCl2

NaHCO3

→

5-Chloro-1-trimethylsilanyl-3,3a,4,5-tetrahydro-2H-cyclopenta[c]acridin-2-one

Solvants

DCM

Conditions de réaction

Traitement

1. 1
   Extractionthe aqueous phase is extracted with DCM
2. 2
   Lavagethe resulting organic phase is rinsed with a saturated aqueous solution of NaCl
3. 3
   Séchagedried over Na2SO4
4. 4
   Filtrationfiltered
5. 5
   Autreevaporated
6. 6
   AutreThe residue obtained
7. 7
   Autreis purified by flash chromatography

Mode opératoire

The 5-hydroxy-1-trimethylsilanyl-3,3a,4,5-tetrahydro-2H-cyclopenta[c]acridin-2-one (323 mg, 1.00 mmol) is dissolved in 10 ml of freshly distilled DCM under an argon atmosphere at 0° C. SOCl2 (182 μl, 2.5 mmol) is then added dropwise to the reaction medium, which is stirred at 0° C. for 15 min. The reaction medium is then run into a saturated aqueous solution of NaHCO3, the aqueous phase is extracted with DCM and the resulting organic phase is rinsed with a saturated aqueous solution of NaCl, dried over Na2SO4, filtered and evaporated. The residue obtained is purified by flash chromatography.

Source