Acetic acid, (2-formylphenoxy)- → HCID 18948980, compound

HRID 1768607Notes

Reaction equation

HRID 1768607 reaction equation
[CH:1]([C:3]1[CH:13]=[CH:12][CH:11]=[CH:10][C:4]=1[O:5][CH2:6][C:7]([OH:9])=[O:8])=O.[NH2:14]/[C:15](/[CH3:21])=[CH:16]\[C:17]([O:19][CH3:20])=[O:18]>CO>[CH3:20][O:19][C:17]([C:16]1[CH:1]([C:3]2[CH:13]=[CH:12][CH:11]=[CH:10][C:4]=2[O:5][CH2:6][C:7]([OH:9])=[O:8])[C:16]([C:17]([O:19][CH3:20])=[O:18])=[C:15]([CH3:21])[NH:14][C:15]=1[CH3:21])=[O:18]

Participants

4

Reactant 2

HCID 46533Acetic acid, (2-formylphenoxy)-HCID 643918Methyl 3-aminocrotonate

Product 1

HCID 18948980HCID 18948980, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 5 g of 2-formylphenoxyacetic acid and 6.4 g of methyl 3-aminocrotonate in methanol was refluxed for 24 hours and evaporated. The residue was dissolved in a solution of sodium carbonate in water. This solution was washed twice with ethyl acetate and acidified to pH 2 with dilute hydrochloric acid, after which the solution was again extracted with ethyl acetate. The organic layer was dried over magnesium sulfate and evaporated. The residue was crystallized from ethyl acetate/petroleum ether 60-80.

Workup

  1. customevaporated
  2. dissolutionThe residue was dissolved in a solution of sodium carbonate in water
  3. washThis solution was washed twice with ethyl acetate
  4. extractionafter which the solution was again extracted with ethyl acetate
  5. dry with materialThe organic layer was dried over magnesium sulfate
  6. customevaporated
  7. customThe residue was crystallized from ethyl acetate/petroleum ether 60-80

Sources & evidence

ORD record
ord-230fc64097a04856936656f727631c59
Source dataset
uspto-grants-1995_01
Patent number
US05378718

Reaction notes

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