Thionyl Chloride → HCID 19603727, Verbindung

HRID 487689Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 487689
[C:1]([C:5]1[N:6]=[C:7]([C:10]2[O:11][C:12]3[CH:18]=[CH:17][C:16]([CH2:19]O)=[CH:15][C:13]=3[CH:14]=2)[S:8][CH:9]=1)([CH3:4])([CH3:3])[CH3:2].S(Cl)([Cl:23])=O.C(=O)([O-])O.[Na+]>ClCCl>[C:1]([C:5]1[N:6]=[C:7]([C:10]2[O:11][C:12]3[CH:18]=[CH:17][C:16]([CH2:19][Cl:23])=[CH:15][C:13]=3[CH:14]=2)[S:8][CH:9]=1)([CH3:4])([CH3:3])[CH3:2]

Komponenten

5

Edukt 3

HCID 24386Thionyl ChlorideHCID 516892Sodium BicarbonateHCID 190927534-Tert-butyl-2-(5-hydroxymethylbenzofuran-2-yl)thiazole

Produkt 1

HCID 19603727HCID 19603727, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A mixture of 4-tert-butyl-2-(5-hydroxymethylbenzofuran-2-yl)thiazole (2.82 g) and thionyl chloride (1.4 ml) in dichloromethane (30 ml) was stirred under reflux for 1 hour. After being cooled, the resulting mixture was adjusted to pH 7 with aqueous sodium hydrogen carbonate. The organic layer was separated, washed with brine, dried over magnesium sulfate, concentrated under reduced pressure to give crystals of 4-tert-butyl-2-(5-chloromethylbenzofuran-2-yl)thiazole (2.93 g).

Aufarbeitung

  1. temperatureunder reflux for 1 hour
  2. temperatureAfter being cooled
  3. customThe organic layer was separated
  4. washwashed with brine
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-c34bc86841ba451da9db832d2db112c6
Quelldatensatz
uspto-grants-1994_03
Patentnummer
US05296495

Notizen zur Reaktion

Wird geladen…