Hydrochloric Acid → HCID 68711569, compound

HRID 29322Notes

Reaction equation

HRID 29322 reaction equation
C([O:3][C:4]([C:6]1[O:7][C:8]2[CH:15]=[CH:14][CH:13]=[C:12]([CH2:16][CH3:17])[C:9]=2[C:10]=1[CH3:11])=[O:5])C.[OH-].[Na+].Cl>CO.C1COCC1>[CH3:11][C:10]1[C:9]2[C:12]([CH2:16][CH3:17])=[CH:13][CH:14]=[CH:15][C:8]=2[O:7][C:6]=1[C:4]([OH:5])=[O:3]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 687161913-Methyl-4-ethylbenzofuran-2-carboxylic acid ethyl ester

Product 1

HCID 68711569HCID 68711569, compoundYield 95.8%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 0.380 g (1.64 mmol) of 3-methyl-4-ethylbenzofuran-2-carboxylicacid ethyl ester in 8 mL of methanol and 8 mL of THF was added 8.2 mL of 1N sodium hydroxide solution and the reaction was stirred for 14 h at room temperature and then acidified with 1N HCl and extracted with ethyl acetate. The combined organic layers were washed with water and brine, dried over magnesium sulfate, filtered and concentrated in vacuo to provide 0.321 g of 3-methyl-4-ethylbenzofuran-2-carboxylic acid.

Workup

  1. extractionextracted with ethyl acetate
  2. washThe combined organic layers were washed with water and brine
  3. dry with materialdried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-0b4f231a9d2d4496bd209c7477ba4e9c
Source dataset
uspto-grants-2008_09
Patent number
US07420001B2

Reaction notes

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