Trifluoroacetic acid → HCID 68109500, compound

HRID 404562Notes

Reaction equation

HRID 404562 reaction equation
C(O)(C(F)(F)F)=O.[CH3:8][Si:9]([CH3:26])([CH:24]=[CH2:25])[C:10]1[CH:15]=[CH:14][C:13]([NH:16]C(=O)OC(C)(C)C)=[CH:12][CH:11]=1>C(Cl)Cl>[CH3:8][Si:9]([CH3:26])([CH:24]=[CH2:25])[C:10]1[CH:15]=[CH:14][C:13]([NH2:16])=[CH:12][CH:11]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 68109464HCID 68109464, compound

Product 1

HCID 68109500HCID 68109500, compoundYield 72%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

At 0° C., 10 ml TFA was slowly added dropwise in the CH2Cl2 solution of compound 14. The reaction mixture was stirred at 0° C. for 2 hours. After adjusting pH to 8 by adding saturated Na HCO3, the reaction mixture was extracted by ethyl acetate. The organic layer was dried and evaporated to give a crude product, which was purified using column chromatography to give the product (7 g, 72%).

Workup

  1. extractionthe reaction mixture was extracted by ethyl acetate
  2. customThe organic layer was dried
  3. customevaporated
  4. customto give a crude product, which
  5. customwas purified

Sources & evidence

ORD record
ord-b7eff73222bf4bb2bb17c37f66dcf9de
Source dataset
uspto-grants-2014_06
Patent number
US08748610B2

Reaction notes

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