Water → Ethyl 2-(2-formyl-6-methoxyphenoxy)acetate

HRID 636529

Reaction equation

HRID 636529 reaction equation
[OH:1][C:2]1[C:9]([O:10][CH3:11])=[CH:8][CH:7]=[CH:6][C:3]=1[CH:4]=[O:5].Br[CH2:13][C:14]([O:16][CH2:17][CH3:18])=[O:15].C(=O)([O-])[O-].[K+].[K+].O>CN(C)C=O>[CH2:17]([O:16][C:14]([CH2:13][O:1][C:2]1[C:9]([O:10][CH3:11])=[CH:8][CH:7]=[CH:6][C:3]=1[CH:4]=[O:5])=[O:15])[CH3:18]

Participants

6

Reactant 4

HCID 962WaterHCID 7748Ethyl bromoacetateHCID 8991o-VanillinHCID 11430Potassium Carbonate

Product 1

HCID 2229635Ethyl 2-(2-formyl-6-methoxyphenoxy)acetate

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 2-hydroxy-3-methoxybenzaldehyde (6.08 g), ethyl bromoacetate (4.9 ml) and potassium carbonate (12.14 g) in N,N-dimethylformamide (30 ml) was stirred for 2 hours at ambient temperature. Water was added to the reaction mixture, and the resulting precipitates were collected by filtration and recrystallized with ethanol to give 2-ethoxycarbonylmethoxy-3-methoxybenzaldehyde (5.04 g).

Workup

  1. customthe resulting precipitates
  2. filtrationwere collected by filtration
  3. customrecrystallized with ethanol

Sources & evidence

ORD record
ord-abc85a8fd79b40dfa5f86e47ceefd32a
Source dataset
uspto-grants-2001_02
Patent number
US06194396B1

Linked notes

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