HCID 67790258, compound → HCID 136375560, compound

HRID 2260303Notes

Reaction equation

HRID 2260303 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[C:24]([C:25]([C:27]3[C:28]([C:37]4[CH:42]=[CH:41][C:40]([O:43]CC5C=CC=CC=5)=[C:39]([O:51][CH3:52])[CH:38]=4)=[N:29][C:30]4[C:35]([CH:36]=3)=[CH:34][CH:33]=[CH:32][CH:31]=4)=[O:26])=[CH:23][C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[N:16]=2)=[CH:11][C:10]=1[O:53][CH3:54])C1C=CC=CC=1>FC(F)(F)C(O)=O>[OH:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[C:24]([C:25]([C:27]3[C:28]([C:37]4[CH:42]=[CH:41][C:40]([OH:43])=[C:39]([O:51][CH3:52])[CH:38]=4)=[N:29][C:30]4[C:35]([CH:36]=3)=[CH:34][CH:33]=[CH:32][CH:31]=4)=[O:26])=[CH:23][C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[N:16]=2)=[CH:11][C:10]=1[O:53][CH3:54]

Participants

3

Reactant 1

HCID 67790258HCID 67790258, compound

Product 1

HCID 136375560HCID 136375560, compound

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

11.0 g of 4-(benzyloxy)-3-methoxyphenyl(3-quinolinyl)ketone are treated with 50 ml of trifluoroacetic acid, whereupon the mixture is stirred at room temperature for 2 hours. After distillation of the trifluoroacetic acid, the residue is treated twice with SO ml of ethanol each time and the solvent is distilled each time. The oil obtained crystallizes upon treatment with ethanol. After recrystallization from ethanol, there is obtained 4-hydroxy-3-methoxyphenyl(3-quinolinyl)ketone in the form of yellowish crystals of m.p. 196°-197°.

Workup

  1. distillationAfter distillation of the trifluoroacetic acid
  2. additionthe residue is treated twice with SO ml of ethanol each time
  3. distillationthe solvent is distilled each time
  4. customThe oil obtained
  5. customcrystallizes upon treatment with ethanol
  6. customAfter recrystallization from ethanol

Sources & evidence

ORD record
ord-5e8e7cddc4c24602bc8a47f9fd1bb044
Source dataset
uspto-grants-1995_12
Patent number
US05476875

Reaction notes

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