Benzoic acid, 4-ethyl-2-methyl-, methyl ester → 4-Ethyl-2-methylbenzoic acid

HRID 1625563Notes

Reaction equation

HRID 1625563 reaction equation
[CH2:1]([C:3]1[CH:12]=[CH:11][C:6]([C:7]([O:9]C)=[O:8])=[C:5]([CH3:13])[CH:4]=1)[CH3:2]>[OH-].[Na+]>[CH2:1]([C:3]1[CH:12]=[CH:11][C:6]([C:7]([OH:9])=[O:8])=[C:5]([CH3:13])[CH:4]=1)[CH3:2]

Participants

3

Conditions

Temperature
60 °C

Procedure

Methyl 4-ethyl-2-methylbenzoate (example 10c) (2.37 g) was dissolved in aq. NaOH (1M, 40 mL) and the solution heated at 60° C. overnight. The mixture was washed with hexanes and the aqueous layer was acidified with 6N HCl to pH 2. The title product was obtained as a white precipitate, following filtration and drying (2.17 g, 80%).

Workup

  1. washThe mixture was washed with hexanes

Sources & evidence

ORD record
ord-2ac80a917aef4e139b40125ed42d0830
Source dataset
uspto-grants-2014_07
Patent number
US08784782B2

Reaction notes

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