Trifluoroacetic acid → HCID 3012984, compound

HRID 1905358Notes

Reaction equation

HRID 1905358 reaction equation
FC(F)(F)C(O)=O.[CH3:8][O:9][C:10]1[C:11]([C:35]([F:38])([F:37])[F:36])=[C:12]2[C:17](=[CH:18][CH:19]=1)[C:16]([C:20]([N:22]([C:31]([O:33][CH3:34])=[O:32])[CH2:23][C:24]([O:26]C(C)(C)C)=[O:25])=[O:21])=[CH:15][CH:14]=[CH:13]2>C(Cl)(Cl)Cl>[CH3:8][O:9][C:10]1[C:11]([C:35]([F:36])([F:38])[F:37])=[C:12]2[C:17](=[CH:18][CH:19]=1)[C:16]([C:20]([N:22]([C:31]([O:33][CH3:34])=[O:32])[CH2:23][C:24]([OH:26])=[O:25])=[O:21])=[CH:15][CH:14]=[CH:13]2

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 14621629HCID 14621629, compound

Product 1

HCID 3012984HCID 3012984, compoundYield 106.6%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Conditions

Temperature
20 °C

Procedure

Trifluoroacetic acid (20.0 mL, 260 mmol) was added to a solution of N-[[6-methoxy-5-(trifluoromethyl)-1-naphthalenyl]carbonyl]-N-(methoxycarbonyl)glycine, 1,1-dimethylethyl ester (1.5 g, 3.41 mmol) in chloroform (25 mL) at 20° C. and the mixture refluxed for 1.5 hours. The solution was cooled to 20° C. and the solvent evaporated under reduced pressure. The residual solid was recrystallized from acetone-water and dried at 70° C./0.1 m.m. Hg to yield the pure product as a white solid (1.4 g, 100%), m.p. 148°-150° C.

Workup

  1. temperaturethe mixture refluxed for 1.5 hours
  2. customthe solvent evaporated under reduced pressure
  3. customThe residual solid was recrystallized from acetone-water
  4. customdried at 70° C./0.1 m

Sources & evidence

ORD record
ord-d62a2a25052a4324aaf3d7c3418eeefd
Source dataset
uspto-grants-1989_06
Patent number
US04843062

Reaction notes

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