Hydrochloric Acid → 5-(2-Formyl-3-hydroxy-4-carboxyphenoxy)pentanoic acid

HRID 647903Notes

Reaction equation

HRID 647903 reaction equation
[CH:1]([C:3]1[C:18]([OH:19])=[C:17]([C:20]([O:22]C)=[O:21])[CH:16]=[CH:15][C:4]=1[O:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10]([O:12]CC)=[O:11])=[O:2].Cl>[OH-].[Na+]>[CH:1]([C:3]1[C:18]([OH:19])=[C:17]([C:20]([OH:22])=[O:21])[CH:16]=[CH:15][C:4]=1[O:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10]([OH:12])=[O:11])=[O:2]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 20484347Ethyl 5-(2-formyl-3-hydroxy-4-methoxycarbonylphenoxy)pentanoate

Product 1

HCID 204843435-(2-Formyl-3-hydroxy-4-carboxyphenoxy)pentanoic acid

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

Ethyl 5-(2-formyl-3-hydroxy-4-methoxycarbonylphenoxy)pentanoate (0.5 g, 0.0015 M) was added to 10% sodium hydroxide solution (10 ml) and stirred at room temperature for 2 hours. The reaction mixture was acidified with concentrated hydrochloric acid and the resulting solid was filtered, sucked dry, and washed with a little ethanol, then dried in a desiccator over phosphorus pentoxide to give 5-(2-formyl-3-hydroxy-4-carboxyphenoxy)pentanoic acid, 0.38 g, 90%, m.p. 165°-166° C.

Workup

  1. filtrationthe resulting solid was filtered
  2. customsucked dry
  3. washwashed with a little ethanol
  4. dry with materialdried in a desiccator over phosphorus pentoxide

Sources & evidence

ORD record
ord-5b63541196f04a7e8ac0a2bb42f7ddd6
Source dataset
uspto-grants-1983_10
Patent number
US04410537

Reaction notes

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