Trifluoroacetic acid → HCID 22475147, compound

HRID 2103102Notes

Reaction equation

HRID 2103102 reaction equation
C1(C2(C3C=CC=CC=3)[O:11][C:10]3[CH:12]=[CH:13][C:14]([S:16]([N:19]4[CH2:24][CH:23]=[C:22]([C:25]5[CH:30]=[CH:29][C:28]([F:31])=[CH:27][CH:26]=5)[CH2:21][CH2:20]4)(=[O:18])=[O:17])=[CH:15][C:9]=3[O:8]2)C=CC=CC=1.FC(F)(F)C(O)=O>C(Cl)Cl>[F:31][C:28]1[CH:29]=[CH:30][C:25]([C:22]2[CH2:23][CH2:24][N:19]([S:16]([C:14]3[CH:15]=[C:9]([OH:8])[C:10]([OH:11])=[CH:12][CH:13]=3)(=[O:18])=[O:17])[CH2:20][CH:21]=2)=[CH:26][CH:27]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 10097960HCID 10097960, compound

Product 1

HCID 22475147HCID 22475147, compoundYield 96.9%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1-(2,2-Diphenyl-benzo[1,3]dioxole-5-sulfonyl)-4-(4-fluoro-phenyl)-1,2,3,6-tetrahydro-pyridine (3.2 g, 6.2 mmol) was dissolved in methylene chloride (100 ml). Trifluoroacetic acid (50 ml) was added dropwise and the reaction was stirred for 5 hours at room temperature. The solvent was evaporated and the residue was purified by column chromatography on silica gel (100 g, methylene chloride then ethyl acetate as eluant). The product was crystallized from ether/hexane to give a white solid (2.1 g, 96%).

Workup

  1. customThe solvent was evaporated
  2. customthe residue was purified by column chromatography on silica gel (100 g, methylene chloride
  3. customThe product was crystallized from ether/hexane

Sources & evidence

ORD record
ord-3d0991df338b485396f5fcc99d6f0abd
Source dataset
uspto-grants-2009_08
Patent number
US07576088B2

Reaction notes

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