Hydrochloric Acid → 3.5-Diethyl-4-methoxybenzoic acid

HRID 268392Notes

Reaction equation

HRID 268392 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 2 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-e699479235f441aea55463f149d3871e
Source dataset
uspto-grants-1976_03
Patent number
US03947470

Reaction notes

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