Trifluoroacetic acid → HCID 76623143, compound

HRID 1787951Notes

Reaction equation

HRID 1787951 reaction equation
C(OC(=O)[NH:7][CH2:8][CH:9]=[CH:10][CH2:11][NH:12][C:13](=[O:33])[CH2:14][CH2:15][CH2:16][CH2:17][CH:18]([C:26]1[CH:31]=[CH:30][C:29]([F:32])=[CH:28][CH:27]=1)[C:19]1[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=1)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH2:7][CH2:8][CH:9]=[CH:10][CH2:11][NH:12][C:13](=[O:33])[CH2:14][CH2:15][CH2:16][CH2:17][CH:18]([C:26]1[CH:31]=[CH:30][C:29]([F:32])=[CH:28][CH:27]=1)[C:19]1[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 69054182HCID 69054182, compound

Product 1

HCID 76623143HCID 76623143, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

{4-[6,6-Bis-(4-fluoro-phenyl)-hexanoylamino]-but-2-enyl}-carbamic acid tert-butyl ester (1.6 g, 4.3 mmol) was dissolved in dry CH2Cl2 (50 ml) followed by addition of TFA (20 ml). The resulting solution was stirred at room temperature for 2 hrs. The solution was concentrated under reduced pressure. The resulting residue was dissolved in water (20 ml) and pH of the solution was adjusted to 10. The water phase was extracted with CH2Cl2 (100 ml), and dried over magnesium sulfate. The solvent was evaporated under reduced pressure to give the desired product in almost quantitative yield.

Workup

  1. concentrationThe solution was concentrated under reduced pressure
  2. dissolutionThe resulting residue was dissolved in water (20 ml)
  3. extractionThe water phase was extracted with CH2Cl2 (100 ml)
  4. dry with materialdried over magnesium sulfate
  5. customThe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-379073833c7b48c289e7f74c73906501
Source dataset
uspto-grants-2009_03
Patent number
US07511077B2

Reaction notes

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