Anisole → HCID 65439901, compound

HRID 1975330Notes

Reaction equation

HRID 1975330 reaction equation
C(OC([NH:8][C:9]1([C:12]([NH:14][CH2:15][C:16]([O:18][CH2:19][CH3:20])=[O:17])=[O:13])[CH2:11][CH2:10]1)=O)(C)(C)C.C1(OC)C=CC=CC=1>FC(F)(F)C(O)=O>[NH2:8][C:9]1([C:12]([NH:14][CH2:15][C:16]([O:18][CH2:19][CH3:20])=[O:17])=[O:13])[CH2:11][CH2:10]1

Participants

4

Reactant 2

HCID 7519AnisoleHCID 86747568HCID 86747568, compound

Product 1

HCID 65439901HCID 65439901, compoundYield 92.7%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

To 680 mg of compound 22 were added 10 ml of trifluoroacetic acid and 0.5 g of anisole. The mixture was stirred at room temperature for 2 hours. The solvent was removed under reduced pressure. To the residue was added aqueous potassium carbonate and pH was adjusted over 10. The mixture was saturated with sodium chloride and extracted with chloroform. The chloroform layer was dried over anhydrous sodium sulfate and the solvent was removed under reduced pressure. The procedure gave 410 mg of compound 23.

Workup

  1. customThe solvent was removed under reduced pressure
  2. additionTo the residue was added aqueous potassium carbonate and pH
  3. extractionextracted with chloroform
  4. dry with materialThe chloroform layer was dried over anhydrous sodium sulfate
  5. customthe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-ec558c040d8b4ef480701cf7794b3d0e
Source dataset
uspto-grants-1994_02
Patent number
US05286723

Reaction notes

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