1,4-Dibromobutane → HCID 68630196, Verbindung

HRID 1750093Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1750093
[S:1]1[C:5]2[CH:6]=[CH:7][C:8]([OH:10])=[CH:9][C:4]=2[N:3]=[CH:2]1.[Br:11][CH2:12][CH2:13][CH2:14][CH2:15]Br.C([O-])([O-])=O.[K+].[K+]>CCO>[Br:11][CH2:12][CH2:13][CH2:14][CH2:15][O:10][C:8]1[CH:7]=[CH:6][C:5]2[S:1][CH:2]=[N:3][C:4]=2[CH:9]=1

Komponenten

5

Edukt 3

HCID 80561,4-DibromobutaneHCID 11430Potassium CarbonateHCID 35965065-Benzothiazolol

Produkt 1

HCID 68630196HCID 68630196, VerbindungAusbeute 39 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of intermediate 25 (206 mg, 1.4 mmol), 1,4-dibromobutane (0.5 mL, 4.2 mmol) and anhydrous K2CO3 (193 mg, 1.4 mmol) in EtOH (20 mL) was heated to reflux and stirred overnight. The yellow solid was filtered and purified by column chromatography (elution with PE/EtOAc=4:1) to afford 5-(4-bromobutoxy)benzo[d]thiazole (intermediate 26) (108 mg, 39%) as a yellow oil. HPLC: 99%, RT 3.426 min. MS (ESI) m/z 288.0 [M+H]+.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureto reflux
  3. filtrationThe yellow solid was filtered
  4. custompurified by column chromatography (elution with PE/EtOAc=4:1)

Quellen und Nachweise

ORD-Eintrag
ord-a02c0d8cf99e480684f93acaaf04fb81
Quelldatensatz
uspto-grants-2015_10
Patentnummer
US09156822B2

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