Ethyl 2-methyl-3-(4-nitrophenyl)prop-2-enoate → HCID 54458206, Verbindung

HRID 359075Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 359075
[N+:1]([C:4]1[CH:17]=[CH:16][C:7]([CH:8]=[C:9]([CH3:15])[C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:6][CH:5]=1)([O-])=O>C(O)(=O)C.[Zn]>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([CH:8]=[C:9]([CH3:15])[C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:16][CH:17]=1

Komponenten

4

Edukt 1

HCID 54080096Ethyl 2-methyl-3-(4-nitrophenyl)prop-2-enoate

Produkt 1

HCID 54458206HCID 54458206, VerbindungAusbeute 93,8 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23994ZincKatalysatorHCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

Ethyl 4-nitro-α-methylcinnamate (11 g) was dissolved in glacial acetic acid (150 ml), and stirred at room temperature. Then, zinc powder (12 g) was added to the above-mentioned solution over a period of about 1 hour. The mixture was stirred at room temperature for 1 day. The insoluble material was removed by filtration and the filtrate was concentrated under reduced pressure. The residue was dissolved in ethyl acetate, washed successively with water, saturated aqueous sodium hydrogen carbonate solution and water, and dried over anhydrous magnesium sulfate. The solvent was concentrated under reduced pressure to give ethyl 4-amino-α-methylcinnamate (9 g).

Aufarbeitung

  1. stirringThe mixture was stirred at room temperature for 1 day
  2. customThe insoluble material was removed by filtration
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. dissolutionThe residue was dissolved in ethyl acetate
  5. washwashed successively with water, saturated aqueous sodium hydrogen carbonate solution and water
  6. dry with materialdried over anhydrous magnesium sulfate
  7. concentrationThe solvent was concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-0ce8a9e5688e4af88ddea533266a29f9
Quelldatensatz
uspto-grants-1991_03
Patentnummer
US04999378

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