3-Hydroxybenzaldehyde → 2-(3-Formylphenoxy)acetic acid

HRID 1768610Notes

Reaction equation

HRID 1768610 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH:5]=[O:6].Cl[CH2:11][C:12]([OH:14])=[O:13].Cl>[OH-].[Na+]>[CH:5]([C:4]1[CH:3]=[C:2]([CH:9]=[CH:8][CH:7]=1)[O:1][CH2:11][C:12]([OH:14])=[O:13])=[O:6]

Participants

5

Reactant 3

HCID 1013-HydroxybenzaldehydeHCID 300Chloroacetic AcidHCID 313Hydrochloric Acid

Product 1

HCID 6018952-(3-Formylphenoxy)acetic acid

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

A solution of 3-hydroxybenzaldehyde and 0.3 mol of chloroacetic acid in 300 ml of 2N sodium hydroxide was refluxed for 6 hours. After cooling, the solution was acidified with hydrochloric acid and the precipitate was filtered off and crystallized from ethyl acetate/petroleum ether 60-80.

Workup

  1. temperatureAfter cooling
  2. filtrationthe precipitate was filtered off
  3. customcrystallized from ethyl acetate/petroleum ether 60-80

Sources & evidence

ORD record
ord-d5c74d9a32a84008947e525cbc08a9ee
Source dataset
uspto-grants-1995_01
Patent number
US05378718

Reaction notes

Loading…