Chloroacetic Acid → (4-formyl-2-methoxyphenoxy)acetic acid

HRID 1770206Notes

Reaction equation

HRID 1770206 reaction equation
[OH:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][C:3]=1[O:10][CH3:11].Cl[CH2:13][C:14]([OH:16])=[O:15].[OH-].[K+].Cl>O>[CH:6]([C:5]1[CH:8]=[CH:9][C:2]([O:1][CH2:13][C:14]([OH:16])=[O:15])=[C:3]([O:10][CH3:11])[CH:4]=1)=[O:7]

Participants

6

Reactant 4

HCID 300Chloroacetic AcidHCID 313Hydrochloric AcidHCID 1183VanillinHCID 14797Potassium Hydroxide

Product 1

HCID 686916(4-formyl-2-methoxyphenoxy)acetic acidYield 57%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 30.4 g of 4-hydroxy-3-methoxybenzaldehyde, 31.2 g of chloroacetic acid and 34 g of potassium hydroxide in 300 ml of water was refluxed for 7 hours. After cooling, hydrochloric acid was added and the precipitate was filtered off and dried. Yield 57%.

Workup

  1. temperatureAfter cooling
  2. filtrationthe precipitate was filtered off
  3. customdried

Sources & evidence

ORD record
ord-5c32c71f7c824a64a95b63dc21d954be
Source dataset
uspto-grants-1995_01
Patent number
US05385922

Reaction notes

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