Hydrochloric Acid → 3.5-Diethyl-4-methoxybenzoic acid

HRID 2398492Notes

Reaction equation

HRID 2398492 reaction equation
C[O:2][C:3](=[O:16])[C:4]1[CH:9]=[C:8]([CH2:10][CH3:11])[C:7]([O:12][CH3:13])=[C:6]([CH2:14][CH3:15])[CH:5]=1.[OH-].[Na+].Cl>O>[CH2:10]([C:8]1[CH:9]=[C:4]([CH:5]=[C:6]([CH2:14][CH3:15])[C:7]=1[O:12][CH3:13])[C:3]([OH:16])=[O:2])[CH3:11]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 53900511HCID 53900511, compound

Product 1

HCID 234456633.5-Diethyl-4-methoxybenzoic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 11.6 g. (0.052 mol.) of 3,5-diethyl-4-methoxybenzoic acid methyl ester and 3.5 g. (0.09 mol.) of sodium hydroxide in 150 ml. of water is refluxed for two hours. The reaction mixture is cooled and acidified with 10% aqueous hydrochloric acid to give 3,5-diethyl-4-methoxybenzoic acid. The acid is refluxed with thionyl chloride as described in the procedure of Example 27 to give 3,5-diethyl-4-methoxybenzoyl chloride.

Workup

  1. additionA mixture of 11.6 g
  2. temperatureThe reaction mixture is cooled

Sources & evidence

ORD record
ord-b050c31cfced4c079c261a63c82fc88d
Source dataset
uspto-grants-1977_05
Patent number
US04024273

Reaction notes

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