Hydrochloric Acid → 2-Methylindol-4-yloxyacetic Acid

HRID 11410Notes

Reaction equation

HRID 11410 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-9780cbde62544c4190fa07986e5ceffd
Source dataset
uspto-grants-2006_08
Patent number
US07098234B2

Reaction notes

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