Hydrochloric Acid → 2-Methyl-2-(4-methylphenyl)propanoic acid

HRID 1282114Notes

Reaction equation

HRID 1282114 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([CH3:12])([CH3:11])[C:9]#N)=[CH:4][CH:3]=1.[OH-:13].[Na+].C(O)C[O:17]CCO.Cl>O>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([CH3:12])([CH3:11])[C:9]([OH:17])=[O:13])=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 8117Diethylene GlycolHCID 14798Sodium HydroxideHCID 123690832-Methyl-2-(4-methylphenyl)propanenitrile

Product 1

HCID 123690852-Methyl-2-(4-methylphenyl)propanoic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

A solution of 2-(4-methylphenyl)-2-methylpropionitrile (53.61 g), sodium hydroxide (40.4 g), diethylene glycol (160.8 ml) and water (60.6 ml) was refluxed for 18 hr. The reaction mixture was poured into water (3000 ml) and conc. hydrochloric acid (90 ml) was added. The generated crystals were collected by filtration to give the title compound (60.0 g) as pale-brown crystals, m.p.=78-81° C.

Workup

  1. additionwas added
  2. filtrationThe generated crystals were collected by filtration

Sources & evidence

ORD record
ord-0636ae7279c74635a7af00ce486818ba
Source dataset
uspto-grants-2002_09
Patent number
US06455528B1

Reaction notes

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