Potassium Carbonate → HCID 15044003, compound

HRID 248328Notes

Reaction equation

HRID 248328 reaction equation
[NH2:1][C:2]1[C:3]2[C:8]([N:9]=[C:10]3[C:15]=1[C:14](=[O:16])[CH2:13][CH:12]([Si:17]([C:20]1C=CC=CC=1)(C)[CH3:18])[CH2:11]3)=[CH:7][CH:6]=[CH:5][CH:4]=2.[F:26][B-](F)(F)F.[H+].C(=O)([O-])[O-].[K+].[K+]>ClCCl>[NH2:1][C:2]1[C:3]2[C:8]([N:9]=[C:10]3[C:15]=1[C:14](=[O:16])[CH2:13][CH:12]([Si:17]([F:26])([CH3:20])[CH3:18])[CH2:11]3)=[CH:7][CH:6]=[CH:5][CH:4]=2

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 28118Tetrafluoroboric acidHCID 10807563HCID 10807563, compound

Product 1

HCID 15044003HCID 15044003, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 9-amino-3,4-dihydro-3-(phenyldimethylsilyl)acridin-1(2H)-one (5.0 g), dichloromethane (80 ml) and tetrafluoroboric acid etherate (25 ml) was stirred overnight at ambient temperature. The reaction mixture was poured into saturated potassium carbonate solution and extracted with ethyl acetate. The suspension was filtered through celite and the organic phase was separated. The aqueous phase was extracted with ethyl acetate and the combined organic phases were dried over anhydrous magnesium sulfate, filtered, and the filtrate evaporated to give 3.79 g (90%) of product, which is used in Example 8 without purification and without delay.

Workup

  1. extractionextracted with ethyl acetate
  2. filtrationThe suspension was filtered through celite
  3. customthe organic phase was separated
  4. extractionThe aqueous phase was extracted with ethyl acetate
  5. dry with materialthe combined organic phases were dried over anhydrous magnesium sulfate
  6. filtrationfiltered
  7. customthe filtrate evaporated

Sources & evidence

ORD record
ord-b0e8f7c9776040e8b82a234b4eefc23d
Source dataset
uspto-grants-1993_05
Patent number
US05210087

Reaction notes

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