Water → Mesitylacetic acid

HRID 966099

Reaction equation

HRID 966099 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[C:4]([CH3:9])[C:3]=1[CH2:10][C:11]#N.S(=O)(=O)(O)[OH:14].[OH2:18]>>[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[C:4]([CH3:9])[C:3]=1[CH2:10][C:11]([OH:14])=[O:18]

Participants

4

Reactant 3

HCID 962WaterHCID 1118Sulfuric AcidHCID 5206982,4,6-Trimethylphenylacetonitrile

Product 1

HCID 78123Mesitylacetic acid

Conditions

Temperature
50 °C

Procedure

155 g (2,4,6-trimethylphenyl)acetonitrile are added to a solution of 1.1 L of water and 915 mL of concentrated sulfuric acid heated to 50° C. The mixture is refluxed for 6 hours with stirring. Then the reaction mixture is poured onto 3 kg of ice. The solid is suction filtered and washed with water. Yield: 131 g (86%); melting point: 163° C.-166° C.

Workup

  1. temperatureThe mixture is refluxed for 6 hours
  2. filtrationfiltered
  3. washwashed with water

Sources & evidence

ORD record
ord-61a96cad4476460eaf917227b47a8666
Source dataset
uspto-grants-2005_10
Patent number
US06951888B2

Linked notes

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