Hydrochloric Acid → 1-Oxo-2,3-dihydro-1H-isoindole-5-carboxylic acid

HRID 2167708Notes

Reaction equation

HRID 2167708 reaction equation
[O:1]=[C:2]1[C:10]2[C:5](=[CH:6][C:7]([C:11]([O:13]C)=[O:12])=[CH:8][CH:9]=2)[CH2:4][NH:3]1.[OH-].[Na+].Cl>CO>[O:1]=[C:2]1[C:10]2[C:5](=[CH:6][C:7]([C:11]([OH:13])=[O:12])=[CH:8][CH:9]=2)[CH2:4][NH:3]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 69114316methyl 1-oxo-2,3-dihydro-1H-isoindole-5-carboxylate

Product 1

HCID 128502661-Oxo-2,3-dihydro-1H-isoindole-5-carboxylic acidYield 94.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a methanol (5.0 mL) solution of methyl 1-oxo-2,3-dihydro-1H-isoindole-5-carboxylate (0.33 g), a 1 mol/L aqueous sodium hydroxide solution (4.3 mL) was added, and the resultant was stirred at room temperature for 24 hours. A 1 mol/L aqueous hydrochloric acid solution was added to the reaction solution. The deposited solid was collected by filtration and dried to obtain the title compound (0.29 g) as a white solid.

Workup

  1. filtrationThe deposited solid was collected by filtration
  2. customdried

Sources & evidence

ORD record
ord-5cdb461f8b6a49b8898053ed5ca8cf38
Source dataset
uspto-grants-2015_06
Patent number
US09045466B2

Reaction notes

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