Reaktion #42536

Reaktionsgleichung

7-bromoisoquinolin-1-ol

POCl3

→

7-bromo-1-chloroisoquinoline

Ausbeute 85.4%

Lösungsmittel

chloroform

Reaktionsbedingungen

Aufarbeitung

1. 1
   Waschenwashed with a saturated solution of NaHCO3, saturated NaCl
2. 2
   Trocknendried (MgSO4)
3. 3
   Filtrationfiltered
4. 4
   Einengenconcentrated under reduced pressure

Vorschrift

A solution of 7-bromoisoquinolin-1-ol (2.5 g, 11.1 mmol) and POCl3 (10.4 mL, 111 mmol) was stirred at 70° C. for 2.5 h. The reaction mixture was cooled to room temperature, poured into ice water, and the solution was stirred overnight. The aqueous mixture was diluted with chloroform, washed with a saturated solution of NaHCO3, saturated NaCl, dried (MgSO4), filtered, and concentrated under reduced pressure to afford 7-bromo-1-chloroisoquinoline (2.3 g): 1H NMR (300 MHz, DMSO-d6) δ 8.39-8.36 (m, 2H), 8.09-8.02 (m, 2H), 7.95 (d, J=6 Hz, 1H).

Quelle