Hydrochloric Acid → 9-(1,3-Benzodioxol-5-yl)-8-methyl-benzo[g][1,3]benzodioxole-7-carboxylic acid

HRID 1250941Notes

Reaction equation

HRID 1250941 reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([C:10]3[C:11]([CH3:27])=[C:12]([C:23]([O:25]C)=[O:24])[CH:13]=[C:14]4[C:22]=3[C:18]3[O:19][CH2:20][O:21][C:17]=3[CH:16]=[CH:15]4)=[CH:9][C:4]=2[O:3][CH2:2]1.[OH-].[Na+].Cl.O>C1COCC1.CO>[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([C:10]3[C:11]([CH3:27])=[C:12]([C:23]([OH:25])=[O:24])[CH:13]=[C:14]4[C:22]=3[C:18]3[O:19][CH2:20][O:21][C:17]=3[CH:16]=[CH:15]4)=[CH:9][C:4]=2[O:3][CH2:2]1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 18325127HCID 18325127, compound

Product 1

HCID 4931639-(1,3-Benzodioxol-5-yl)-8-methyl-benzo[g][1,3]benzodioxole-7-carboxylic acid

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

Methyl 9-(1,3-benzodioxole-5-yl)-8-methyl-naphtho[1,2-d]-1,3-dioxole-7-carboxylate was dissolved in a mixture of THF (6 ml) and methanol (3 ml). After addition of 1N NaOH (3 ml), the mixture was stirred for 4 days. 1N HCl was added to the reaction mixture, followed by addition of water. The resulting precipitate was collected by filtration to yield the title compound (264 mg). Some portions of the compound was recrystalized from methanol-chloroform to be used for elemental and instrumental analysis.

Workup

  1. filtrationThe resulting precipitate was collected by filtration

Sources & evidence

ORD record
ord-acb9eb33aa014aba95c716d86a5097d3
Source dataset
uspto-grants-2002_01
Patent number
US06340704B1

Reaction notes

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