Hydrochloric Acid → 3-(2-Formyl-3-hydroxyphenoxy)methylbenzoic acid

HRID 647920Notes

Reaction equation

HRID 647920 reaction equation
[CH:1]([C:3]1[C:20]([OH:21])=[CH:19][CH:18]=[CH:17][C:4]=1[O:5][CH2:6][C:7]1[CH:8]=[C:9]([CH:14]=[CH:15][CH:16]=1)[C:10]([O:12]C)=[O:11])=[O:2].[OH-].[Na+].Cl>C(O)C.O>[CH:1]([C:3]1[C:20]([OH:21])=[CH:19][CH:18]=[CH:17][C:4]=1[O:5][CH2:6][C:7]1[CH:8]=[C:9]([CH:14]=[CH:15][CH:16]=1)[C:10]([OH:12])=[O:11])=[O:2]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 22027563Methyl 3-(2-formyl-3-hydroxyphenoxy)methylbenzoate

Product 1

HCID 220275643-(2-Formyl-3-hydroxyphenoxy)methylbenzoic acid

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

Methyl 3-(2-formyl-3-hydroxyphenoxy)methylbenzoate (Example 18) (500 mg, 0.00175 M) was dissolved in ethanol (5 ml) and 1 N sodium hydroxide solution (5 ml) and stirred at room temperature (21/2 hr). The solution was diluted with water and acidified with concentrated hydrochloric acid with cooling and the solid produced filtered off and washed with water to give 3-(2-formyl-3-hydroxyphenoxy)methylbenzoic acid, m.p. 209°-211° C. from ethanol/water.

Workup

  1. temperaturewith cooling
  2. customthe solid produced
  3. filtrationfiltered off
  4. washwashed with water

Sources & evidence

ORD record
ord-5419bc128e204981a61ead0f91e83e87
Source dataset
uspto-grants-1983_10
Patent number
US04410537

Reaction notes

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