(2-Thienylmethyl)amine → 2-(Pyrrolodin-2-one-1-ylmethyl)thiophene

HRID 52187

Reaktionsgleichung

Reaktionsgleichung von HRID 52187
Br[CH2:2][CH2:3][CH2:4][C:5]([O:7]CC)=O.[S:10]1[CH:14]=[CH:13][CH:12]=[C:11]1[CH2:15][NH2:16].C(N(CC)C(C)C)(C)C>C1C=CC=CC=1>[N:16]1([CH2:15][C:11]2[S:10][CH:14]=[CH:13][CH:12]=2)[CH2:2][CH2:3][CH2:4][C:5]1=[O:7]

Komponenten

5

Edukt 3

HCID 34005(2-Thienylmethyl)amineHCID 76300Ethyl 4-bromobutyrateHCID 81531Diisopropylethylamine

Produkt 1

HCID 675888032-(Pyrrolodin-2-one-1-ylmethyl)thiopheneAusbeute 47,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 241BenzeneLösungsmittel

Versuchsvorschrift

A mixture of ethyl 4-bromobutyrate (5.85 g, 30.0 mmol), 2-thiophenemethylamine (13.6 g, 120 mmol), and N,N-diisopropylethylamine (3.88 g, 30.0 mmol) in benzene (100 mL) was stirred under N2 at reflux for 2 hours. The reaction mixture was cooled to ambient temperature and filtered. The residue was concentrated in vacuo, dissolved in ether, and washed twice with 2N aqueous HCl, and once with brine, then dried over MgSO4, filtered, and concentrated in vacuo to give 2-(pyrrolodin-2-one-1-ylmethyl)thiophene (2.59 g) as an oil.

Aufarbeitung

  1. temperatureat reflux for 2 hours
  2. filtrationfiltered
  3. concentrationThe residue was concentrated in vacuo
  4. dissolutiondissolved in ether
  5. washwashed twice with 2N aqueous HCl
  6. dry with materialonce with brine, then dried over MgSO4
  7. filtrationfiltered
  8. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-9c48b2d98f97457b9551f2e75bdadaf4
Quelldatensatz
uspto-grants-1997_04
Patentnummer
US05616596

Verknüpfte Notizen

Wird geladen…