Reaktion #1939293

Reaktionsgleichung

1-chloro-6-fluoro-4-methoxyisoquinoline

NaOEt

→

1-chloro-6-ethoxy-4-methoxyisoquinoline

Ausbeute 54.0%

Lösungsmittel

EtOAc

DMSO

Reaktionsbedingungen

Aufarbeitung

1. 1
   Waschenwashed with 1N HCl
2. 2
   SonstigeThe organic layer was collected
3. 3
   Trocknendried over sodium sulfate
4. 4
   Einengenconcentrated under vacuum
5. 5
   SonstigeThe crude material was purified by silica gel chromatography
6. 6
   SonstigeThe product fractions were collected
7. 7
   Sonstigesolvent was removed under vacuum

Vorschrift

1-chloro-6-fluoro-4-methoxyisoquinoline (533 mg, 2.52 mmol) was dissolved in DMSO (5 mL) then NaOEt (171 mg, 2.52 mmol) was added to the solution. The reaction was stirred for 16 h. The reaction was diluted with EtOAc and washed with 1N HCl, then brine. The organic layer was collected, dried over sodium sulfate and concentrated under vacuum. The crude material was purified by silica gel chromatography using DCM as eluent. The product fractions were collected and solvent was removed under vacuum to give 1-chloro-6-ethoxy-4-methoxyisoquinoline (320 mg, 54% yield). MS m/z 238.0 (M++1).

Quelle