Ethyl 4-bromobutyrate → Ethyl 4-[(1H-benzimidazol-2-yl)sulfanyl]butanoate

HRID 653667Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 653667
[SH:1][C:2]1[NH:3][C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[N:6]=1.[Na].Br[CH2:13][CH2:14][CH2:15][C:16]([O:18][CH2:19][CH3:20])=[O:17]>C(O)C>[N:3]1[C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[NH:6][C:2]=1[S:1][CH2:13][CH2:14][CH2:15][C:16]([O:18][CH2:19][CH3:20])=[O:17]

Komponenten

5

Edukt 3

HCID 76300Ethyl 4-bromobutyrateHCID 5360545SodiumHCID 178527775HCID 178527775, Verbindung

Produkt 1

HCID 12624992Ethyl 4-[(1H-benzimidazol-2-yl)sulfanyl]butanoateAusbeute 97,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel2×

Versuchsvorschrift

50 g of 2-mercaptobenzimidazole are dissolved in 300 ml of ethanol, and a solution of 7.65 g of sodium in 150 ml of ethanol is added at room temperature, with stirring. The mixture is stirred for a few minutes at room temperature and 64.3 g of ethyl 4-bromobutyrate are added rapidly. The reaction mixture is refluxed for 6 hours and then cooled. The solvents are evaporated off to dryness under vacuum, the residue is taken up with water and the crystals obtained are filtered off, washed with water and then with ether and dried to give 85 g of ethyl 4-(benzimidazol-2-yl)mercaptobutanoate in the form of crystals melting at 70°-72° C.

Aufarbeitung

  1. stirringThe mixture is stirred for a few minutes at room temperature
  2. temperatureThe reaction mixture is refluxed for 6 hours
  3. temperaturecooled
  4. customThe solvents are evaporated off to dryness under vacuum
  5. customthe crystals obtained
  6. filtrationare filtered off
  7. washwashed with water
  8. dry with materialwith ether and dried

Quellen und Nachweise

ORD-Eintrag
ord-8efcdb083da24bbc8233826ceb7373da
Quelldatensatz
uspto-grants-1992_07
Patentnummer
US05128359

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