Reacción #1121768

ord-b6810416db3547f3b5176b2ef8b9bf9e

Ecuación de reacción

CC(C)(C)[Si](C)(C)Oc1ccc(OC(=O)c2c3ccccc3nc3ccccc23)cc1
4-(tert-butyldimethylsilyloxy)phenyl acridin-9-carboxylate
COS(=O)(=O)C(F)(F)F
methyl trifluoromethanesulfonate
C[n+]1c2ccccc2c(C(=O)Oc2ccc(O[Si](C)(C)C(C)(C)C)cc2)c2ccccc21.O=S(=O)([O-])C(F)(F)F
4-(tert-butyldimethylsilyloxy)phenyl 10-methylacridinium-9-carboxylate trifluoromethanesulfonate

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroInto a 50 mL round bottom flask equipped with magnetic stirrer under argon atmosphere
  2. 2
    FiltraciónBright yellow solid was collected by filtration
  3. 3
    Lavadowashed with 2×1 mL of dichloromethane and air
  4. 4
    Otrodried for 4 hr

Procedimiento

Into a 50 mL round bottom flask equipped with magnetic stirrer under argon atmosphere charged a solution of 1.6 parts of 4-(tert-butyldimethylsilyloxy)phenyl acridin-9-carboxylate in 25 mL of dichloromethane. 3.2 Parts of methyl trifluoromethanesulfonate was added to the solution and stirred for 40 hrs at room temperature. Bright yellow solid was collected by filtration, washed with 2×1 mL of dichloromethane and air dried for 4 hr to yield 1.44 parts of 4-(tert-butyldimethylsilyloxy)phenyl 10-methylacridinium-9-carboxylate trifluoromethanesulfonate having the following structure confirmed by NMR.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08546150B2uspto-grants-2013_10