Trifluoroacetic acid → Phthalimide

HRID 2226091Notes

Reaction equation

HRID 2226091 reaction equation
C(OC(CO[N:10]1[C:14](=[O:15])[C:13]2=[CH:16][CH:17]=[CH:18][CH:19]=[C:12]2[C:11]1=[O:20])=O)(C)(C)C.FC(F)(F)C(O)=O>C(Cl)Cl>[C:14]1(=[O:15])[NH:10][C:11](=[O:20])[C:12]2=[CH:19][CH:18]=[CH:17][CH:16]=[C:13]12

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 12919120Tert-butyl 2-(1,3-dioxoisoindolin-2-yloxy)acetate2×

Product 1

HCID 6809Phthalimide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 2.77 g of N-(t-butoxy carbonylmethoxy) phthalimide (Compound (13)) in 10 ml of anhydrous methylene chloride was added dropwise 1.37 g of trifluoro acetic acid, and the mixture was followed by stirring at room temperature over night. After the reaction was completed, the resultant was filtrated to give 520 mg of N-(corboxy methoxy) phthalimide (Compound (11)) in the form of white crystals.

Workup

  1. filtrationthe resultant was filtrated

Sources & evidence

ORD record
ord-cebcaf2e0435427dbe7b8c5a070f75e8
Source dataset
uspto-grants-1994_09
Patent number
US05346879

Reaction notes

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