Benzenepropanoic acid, 4-methoxy-beta-oxo-, ethyl ester → HCID 24215067, compound

HRID 1195800Notes

Reaction equation

HRID 1195800 reaction equation
[CH3:1][O:2][C:3]1[CH:16]=[CH:15][C:6]([C:7]([CH2:9][C:10]([O:12]CC)=[O:11])=O)=[CH:5][CH:4]=1.Cl.O[NH2:19]>C(O)(=O)C>[CH3:1][O:2][C:3]1[CH:16]=[CH:15][C:6]([C:7]2[NH:19][O:12][C:10](=[O:11])[CH:9]=2)=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 76150Benzenepropanoic acid, 4-methoxy-beta-oxo-, ethyl esterHCID 443297Hydroxyamine hydrochloride

Product 1

HCID 24215067HCID 24215067, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
100 °C

Procedure

To 110 ml of acetic acid were added 16 g (72 mmol) of ethyl 4-methoxybenzoylacetate and 5 g (72 mmol) of hydroxyamine hydrochloride, followed by stirring at 100° C. for 2 hours. The resulting mixture was allowed to stand overnight at room temperature. The reaction mixture was concentrated under reduced pressure. Crystals thus precipitated were collected by filtration, washed with water and then dried under reduced pressure, whereby the title compound was obtained as pale yellow crystals.

Workup

  1. waitto stand overnight at room temperature
  2. concentrationThe reaction mixture was concentrated under reduced pressure
  3. customCrystals thus precipitated
  4. filtrationwere collected by filtration
  5. washwashed with water
  6. dry with materialdried under reduced pressure, whereby the title compound
  7. customwas obtained as pale yellow crystals

Sources & evidence

ORD record
ord-9b9bfc7bd02b4d099811705bbfc4a148
Source dataset
uspto-grants-1992_05
Patent number
US05112841

Reaction notes

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