Trifluoroacetic acid → HCID 11118371, compound

HRID 2294631Notes

Reaction equation

HRID 2294631 reaction equation
C(O[CH:9]([O:32]CC1C=CC=CC=1)[C:10]([N:12]([CH2:23][O:24]CC1C=CC=CC=1)[C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([C:19]([F:22])([F:21])[F:20])[CH:14]=1)=[O:11])C1C=CC=CC=1.FC(F)(F)C(O)=O>[Pd].ClCCl>[OH:32][CH:9]1[O:24][CH2:23][N:12]([C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([C:19]([F:20])([F:21])[F:22])[CH:14]=2)[C:10]1=[O:11]

Participants

5

Reactant 2

HCID 6422Trifluoroacetic acidHCID 11114214HCID 11114214, compound

Product 1

HCID 11118371HCID 11118371, compoundYield 56.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 6344DichloromethaneSolvent

Procedure

A mixture of 2,2-dibenzyloxy-N-benzyloxymethyl-N(3-trifluoromethylphenyl)-acetamide (0.27 g, prepared as described in Step 4), 10% palladium on carbon (50 mg), trifluoroacetic acid (1 ml) and dichloromethane (50 ml) was stirred under an atmosphere of hydrogen for five hours. It was filtered through Hyflo Supercel™, evaporated under reduced pressure and chromatographed on silica, using dichloromethane-ethanol (49:1) as eluant to give the title compound (0.07 g) as a waxy solid, m.p. 75°-76° C.

Workup

  1. filtrationIt was filtered through Hyflo Supercel™
  2. customevaporated under reduced pressure
  3. customchromatographed on silica

Sources & evidence

ORD record
ord-2b28986d22fd4bdd8489157b7205d291
Source dataset
uspto-grants-1997_11
Patent number
US05688962

Reaction notes

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