Hydrochloric Acid → 2-Methylindol-4-yloxyacetic Acid

HRID 351643Notes

Reaction equation

HRID 351643 reaction equation
C[O:2][C:3](=[O:16])[CH:4]([O:6][C:7]1[CH:15]=[CH:14][CH:13]=[C:12]2[C:8]=1[CH:9]=[CH:10][NH:11]2)[CH3:5].O1CCOCC1.[OH-].[Na+].Cl>CO>[CH3:5][CH:4]([O:6][C:7]1[CH:15]=[CH:14][CH:13]=[C:12]2[C:8]=1[CH:9]=[CH:10][NH:11]2)[C:3]([OH:16])=[O:2]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 312751,4-DioxaneHCID 691303762-Methylindol-4-yloxyacetic Acid Methyl Ester

Product 1

HCID 695893972-Methylindol-4-yloxyacetic AcidYield 69.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 2-methylindol-4-yloxyacetic acid methyl ester (5.4 g) in methanol (18 ml)—dioxane (36 ml) was added 5N aqueous solution of sodium hydroxide (15 ml), and the mixture was stirred at room temperature for 1 hour. To the reaction solution was added 2N hydrochloric acid to give the title compound (3.5 g) having the following physical data.

Sources & evidence

ORD record
ord-e9bd21d5ed624234a0963aa400119c60
Source dataset
uspto-grants-2004_06
Patent number
US06743793B2

Reaction notes

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