Hydrochloric Acid → 5-(2-Formyl-3-hydroxyphenoxy)pentanoic acid

HRID 647911Notes

Reaction equation

HRID 647911 reaction equation
[CH:1]([C:3]1[C:18]([OH:19])=[CH:17][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])=[CH:17][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 9838209Ethyl 5-(2-formyl-3-hydroxyphenoxy)pentanoate

Product 1

HCID 721625-(2-Formyl-3-hydroxyphenoxy)pentanoic acid

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

Ethyl 5-(2-formyl-3-hydroxyphenoxy)pentanoate (Example 13) (0.5 g, 0.00188 M) was dissolved in 2 N sodium hydroxide solution (10 ml) and stirred at room temperature (30 minutes). The yellow solution was cooled and acidified with concentrated hydrochloric acid and the precipitated solid filtered off and washed well with water to give 5-(2-formyl-3-hydroxyphenoxy)pentanoic acid, m.p. 98°-99° C. from benzene/petrol, identical (NMR spectrum, melting point and mixed melting point) with the end product of Example 4).

Workup

  1. temperatureThe yellow solution was cooled
  2. filtrationthe precipitated solid filtered off
  3. washwashed well with water

Sources & evidence

ORD record
ord-721b82a8da294db6a258a3ae26b44bb7
Source dataset
uspto-grants-1983_10
Patent number
US04410537

Reaction notes

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