Hydrochloric Acid → 2-Methoxy-6-methylbenzoic acid

HRID 1586577Notes

Reaction equation

HRID 1586577 reaction equation
[CH3:1][O:2][C:3]1[CH:13]=[CH:12][CH:11]=[C:10]([CH3:14])[C:4]=1[C:5]([O:7]CC)=[O:6].CO.[OH-].[Na+].Cl>O>[CH3:1][O:2][C:3]1[CH:13]=[CH:12][CH:11]=[C:10]([CH3:14])[C:4]=1[C:5]([OH:7])=[O:6]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14798Sodium HydroxideHCID 5910602-Methoxy-6-methyl-benzoic acid ethyl ester

Product 1

HCID 2731702-Methoxy-6-methylbenzoic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

A mixture of ethyl 2-methoxy-6-methylbenzoate (5.0 g, 25 mmol), water (10 ml), methanol (40 ml) and sodium hydroxide (2.1 g, 50 mmol) is heated under reflux with stirring. The reaction mixture is diluted with water (150 ml) and acidified with concentrated hydrochloric acid. The solid material is collected by filtration, washed with water and dried yielding dark yellow crystals, 2.1 g, mp 136° C.

Workup

  1. temperatureis heated
  2. temperatureunder reflux
  3. filtrationThe solid material is collected by filtration
  4. washwashed with water
  5. customdried
  6. customyielding dark yellow crystals, 2.1 g, mp 136° C.

Sources & evidence

ORD record
ord-95299dabba034682bd9fc3abbe2a64de
Source dataset
uspto-grants-1999_08
Patent number
US05945567

Reaction notes

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