Methyl acetoacetate → Methyl 3-(3-thienylethyl)aminocrotonate

HRID 2232322Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2232322
[NH2:1][CH2:2][CH2:3][C:4]1[CH:8]=[CH:7][S:6][CH:5]=1.[C:9]([O:15][CH3:16])(=[O:14])[CH2:10][C:11]([CH3:13])=O>C(OCC)C>[S:6]1[CH:7]=[CH:8][C:4]([CH2:3][CH2:2][NH:1]/[C:11](/[CH3:13])=[CH:10]\[C:9]([O:15][CH3:16])=[O:14])=[CH:5]1

Komponenten

4

Edukt 2

HCID 7757Methyl acetoacetateHCID 122587372-(3-Thienyl)ethanamine

Produkt 1

HCID 21283660Methyl 3-(3-thienylethyl)aminocrotonateAusbeute 97,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

3.82 grams (30 millimoles) of 3-(2-aminoethyl)thiophene was added dropwise with stirring at room temperature to 3.6 grams (31 millimoles) of methyl acetoacetate and the stirring was continued over the weekend at ambient temperature. Thereafter, the mixture was diluted with 250 milliliters of diethyl ether and the resulting ether solution washed with 50 milliliters of brine and then dried over sodium sulfate. The ether solvent was then vaporized from the dried and filtered solution to obtain 6.59 grams of a methyl 3-(3-thienylethyl)aminocrotonate intermediate as a slightly yellowish oil.

Aufarbeitung

  1. customwas continued over the weekend at ambient temperature
  2. washthe resulting ether solution washed with 50 milliliters of brine
  3. dry with materialdried over sodium sulfate
  4. customdried
  5. filtrationfiltered solution

Quellen und Nachweise

ORD-Eintrag
ord-b04af50007da4d988e57016be9bdae39
Quelldatensatz
uspto-grants-1988_11
Patentnummer
US04788203

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