Water → 2-(2,4,5-Trimethylphenyl)acetic acid

HRID 1635903Notes

Reaction equation

HRID 1635903 reaction equation
S(=O)(=O)(O)[OH:2].[CH3:6][C:7]1[CH:15]=[C:14]([CH3:16])[C:13]([CH3:17])=[CH:12][C:8]=1[CH2:9][C:10]#N.[OH2:18]>>[CH3:6][C:7]1[CH:15]=[C:14]([CH3:16])[C:13]([CH3:17])=[CH:12][C:8]=1[CH2:9][C:10]([OH:2])=[O:18]

Participants

4

Reactant 3

HCID 962WaterHCID 1118Sulfuric Acid2×HCID 1447272,4,5-Trimethylphenylacetonitrile

Product 1

HCID 2989242-(2,4,5-Trimethylphenyl)acetic acidYield 90%

Conditions

Temperature
90 °C

Procedure

2118 ml of concentrated sulphuric acid are added dropwise to 2662 ml of water at room temperature and the solution is heated to 90° C. 355 g (2.23 mol) of 2,4,5-trimethyl-benzyl cyanide are metered into the half-concentrated sulphuric acid at this temperature and the mixture is subsequently stirred at 100° C. for 8 hours. After cooling, the reaction mixture is poured into ice-water, while stirring vigorously, and filtered with suction. The solid is washed several times with water and then with petroleum ether and dried. 358 g (90% of theory) of 2,4,5-trimethylphenylacetic acid having a melting point of 123-125° C. are obtained.

Workup

  1. temperatureAfter cooling
  2. stirringwhile stirring vigorously
  3. filtrationfiltered with suction
  4. washThe solid is washed several times with water
  5. dry with materialwith petroleum ether and dried

Sources & evidence

ORD record
ord-cfd4af4b8c054b8ea06d1bd88d5aef25
Source dataset
uspto-grants-2003_01
Patent number
US06511942B1

Reaction notes

Loading…