Acetic Acid → Ethyl 3-anilinobut-2-enoate

HRID 222788

Reaktionsgleichung

Reaktionsgleichung von HRID 222788
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:8]([O:14][CH2:15][CH3:16])(=[O:13])[CH2:9][C:10]([CH3:12])=O.C(O)(=O)C>>[NH:1]([C:10]([CH3:12])=[CH:9][C:8]([O:14][CH2:15][CH3:16])=[O:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

4

Edukt 3

HCID 176Acetic AcidHCID 6115AnilineHCID 8868Ethyl Acetoacetate

Produkt 1

HCID 94928Ethyl 3-anilinobut-2-enoate

Versuchsvorschrift

The title compound is commercially available. A mixture of aniline (9.785 mL, 107.4 mmol), ethyl acetoacetate (13.69 mL, 107.4 mmol), and acetic acid (0.6 mL, 10 mmol) was stirred at ambient temperature overnight. It was partitioned between heptane (50 mL) and sat. aq. NaHCO3 solution (50 mL). The organic layer was dried and evaporated to give the title compound of >90% purity that was used in the next steps without further purification.

Aufarbeitung

  1. customIt was partitioned between heptane (50 mL) and sat. aq. NaHCO3 solution (50 mL)
  2. customThe organic layer was dried
  3. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-1e6b975239ce4332973365ad3d45bb4c
Quelldatensatz
uspto-grants-2012_06
Patentnummer
US08207347B2

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