Réaction #1121768

ord-b6810416db3547f3b5176b2ef8b9bf9e

Équation de réaction

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

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    AutreInto a 50 mL round bottom flask equipped with magnetic stirrer under argon atmosphere
  2. 2
    FiltrationBright yellow solid was collected by filtration
  3. 3
    Lavagewashed with 2×1 mL of dichloromethane and air
  4. 4
    Autredried for 4 hr

Mode opératoire

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.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US08546150B2uspto-grants-2013_10