Hydrochloric Acid → HCID 11796528, compound

HRID 369429Notes

Reaction equation

HRID 369429 reaction equation
C([O:3][C:4]([C:6]1[CH:7]=[CH:8][CH:9]=[C:10]2[C:15]=1[O:14][C:13]([C:16]1[CH:21]=[CH:20][C:19]([O:22][CH2:23][C:24]3[CH:33]=[CH:32][C:31]4[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=4)[N:25]=3)=[CH:18][CH:17]=1)=[CH:12][C:11]2=[O:34])=[O:5])C.C1COCC1.[OH-].[Li+].Cl>CO>[C:4]([C:6]1[CH:7]=[CH:8][CH:9]=[C:10]2[C:15]=1[O:14][C:13]([C:16]1[CH:21]=[CH:20][C:19]([O:22][CH2:23][C:24]3[CH:33]=[CH:32][C:31]4[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=4)[N:25]=3)=[CH:18][CH:17]=1)=[CH:12][C:11]2=[O:34])([OH:5])=[O:3]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 8028TetrahydrofuranHCID 10599688HCID 10599688, compound

Product 1

HCID 11796528HCID 11796528, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

8-Ethoxycarbonyl-4'-(2-quinolinylmethoxy)flavone was dissolved in a mixed solvent of methanol:THF:5% aqueous solution of lithium hydroxide (1:1:1 V/V), followed by stirring at room temperature for 2 days. The reaction mixture was acidified with 3 N hydrochloric acid. The resulting precipitate was collected by filtration, washed with water and methanol, and then recrystallized from DMF, whereby the title compound represented by the following formula was obtained (yield: 89%). ##STR31##

Workup

  1. filtrationThe resulting precipitate was collected by filtration
  2. washwashed with water and methanol
  3. customrecrystallized from DMF, whereby the title compound
  4. customwas obtained (yield: 89%)

Sources & evidence

ORD record
ord-98776f14fcff48aab0fea1dc8e4a59bc
Source dataset
uspto-grants-2000_10
Patent number
US06136848

Reaction notes

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