Mesitylene → Mesitylacetic acid

HRID 1940261Notes

Reaction equation

HRID 1940261 reaction equation
C1(S(O[CH2:11][C:12]([O:14]CCCC)=[O:13])(=O)=O)C=CC=CC=1.[OH-].[Na+].[C:21]1([CH3:29])[CH:26]=[C:25]([CH3:27])[CH:24]=[C:23]([CH3:28])[CH:22]=1>O.CO>[C:21]1([CH3:29])[CH:26]=[C:25]([CH3:27])[CH:24]=[C:23]([CH3:28])[C:22]=1[CH2:11][C:12]([OH:14])=[O:13]

Participants

6

Reactant 3

HCID 7947MesityleneHCID 14798Sodium HydroxideHCID 21466679HCID 21466679, compound

Product 1

HCID 78123Mesitylacetic acidYield 85%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

8.0 g (0.06 tool) and 5.4 g (0.0198 mol) of n-butyl phenylsulfonyloxyacetate are reacted in 60 ml of mesitylene by the method of Example 7, and the reaction mixture is hydrolyzed with 5 g of NaOH in 15 ml of water and 50 ml of methanol to give the acid. 3.0 g (85% of theory) of mesitylacetic acid are isolated.

Workup

  1. customto give the acid

Sources & evidence

ORD record
ord-48acdc19c90045439dc3fecdc303f4a9
Source dataset
uspto-grants-1997_12
Patent number
US05698735

Reaction notes

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