Trifluoroacetic acid → HCID 18929844, compound

HRID 3127Notes

Reaction equation

HRID 3127 reaction equation
C(OC([NH:8][C:9]1[CH:18]=[C:17]([Cl:19])[C:16]([O:20][CH3:21])=[C:15]([Cl:22])[C:10]=1[C:11]([O:13][CH3:14])=[O:12])=O)(C)(C)C.FC(F)(F)C(O)=O>C(Cl)Cl>[NH2:8][C:9]1[CH:18]=[C:17]([Cl:19])[C:16]([O:20][CH3:21])=[C:15]([Cl:22])[C:10]=1[C:11]([O:13][CH3:14])=[O:12]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 18929940HCID 18929940, compound

Product 1

HCID 18929844HCID 18929844, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution o#methyl 2-(tert-butoxycarbonylamino)-4,6-dichloro-5-methoxybenzoate (2.3 g, 6.6 mM) and trifluoroacetic acid (6.0 g, 53 mM) in methylene chloride (23 mL) was stirred at room temperature for 1.5 hr. The reaction mixture was then washed with saturated aqueous sodium bicarbonate, drie (MgSO4), filtered and concentrated to obtain (87%) the title compound as a yellow oil; MS(CI): 250 (M+H).

Workup

  1. washThe reaction mixture was then washed with saturated aqueous sodium bicarbonate, drie (MgSO4)
  2. filtrationfiltered
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-8d59dafca56b4fad8c6a7600ac1e67f1
Source dataset
uspto-grants-1998_03
Patent number
US05733910

Reaction notes

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