Trifluoroacetic acid → HCID 22416596, compound

HRID 1721223Notes

Reaction equation

HRID 1721223 reaction equation
FC(F)(F)C(O)=O.[O:8]=[C:9]1[N:13](C(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[C:12](=[O:33])[CH:11]([CH2:34][C:35]2[CH:83]=[CH:82][C:38]([O:39][CH2:40][C:41]3[CH:46]=[CH:45][C:44]([CH2:47][O:48][C:49]4[CH:54]=[CH:53][C:52]([CH2:55][CH:56]5[O:60][C:59](=[O:61])[N:58](C(C6C=CC=CC=6)(C6C=CC=CC=6)C6C=CC=CC=6)[C:57]5=[O:81])=[CH:51][CH:50]=4)=[CH:43][CH:42]=3)=[CH:37][CH:36]=2)[O:10]1>C(OCC)(=O)C>[O:8]=[C:9]1[NH:13][C:12](=[O:33])[CH:11]([CH2:34][C:35]2[CH:36]=[CH:37][C:38]([O:39][CH2:40][C:41]3[CH:42]=[CH:43][C:44]([CH2:47][O:48][C:49]4[CH:54]=[CH:53][C:52]([CH2:55][CH:56]5[O:60][C:59](=[O:61])[NH:58][C:57]5=[O:81])=[CH:51][CH:50]=4)=[CH:45][CH:46]=3)=[CH:82][CH:83]=2)[O:10]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 22416579HCID 22416579, compound

Product 1

HCID 22416596HCID 22416596, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A 10 ml portion of trifluoroacetic acid was added to 220 mg of the product of Example 23, and the mixture was stirred for 4 hours at room temperature. The reaction mixture was diluted with ethyl acetate (100 ml), washed with water, saturated sodium bicarbonate aqueous solution, water and saturated sodium chloride aqueous solution in that order and then dried over anhydrous sodium sulfate. After distilling off the solvent, the resulting residue was purified by subjecting it to silica gel column chromatography (toluene-ethyl acetate, 1:1) to obtain 1,4-bis[[4-[(2,4-dioxo-5-oxazolidinyl)methyl]phenoxy]methyl]benzene.

Workup

  1. washwashed with water, saturated sodium bicarbonate aqueous solution, water and saturated sodium chloride aqueous solution in that order
  2. dry with materialdried over anhydrous sodium sulfate
  3. distillationAfter distilling off the solvent
  4. customthe resulting residue was purified

Sources & evidence

ORD record
ord-c8eb8a15cda74080b2f412814cb93447
Source dataset
uspto-grants-1996_04
Patent number
US05508296

Reaction notes

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