Reaktion #496468

Reaktionsgleichung

1-cyano-4-methoxy-8-phenoxy-isoquinoline-3-carboxylic acid methyl ester

sodium hydroxide

→

title compound

Ausbeute 92.7%

1-Cyano-4-methoxy-8-phenoxy-isoquinoline-3-carboxylic acid

Ausbeute 92.7%

Lösungsmittel

methanol tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   Einengenwas concentrated
2. 2
   workup.ADDITIONWater (20 mL) was added
3. 3
   ExtraktionThe mixture was then extracted with dichloromethane and ethyl acetate
4. 4
   WaschenThe combined organic layers were washed with brine
5. 5
   Trocknendried over anhydrous sodium sulfate
6. 6
   Einengenconcentrated in vacuo

Vorschrift

To a mixture of 1-cyano-4-methoxy-8-phenoxy-isoquinoline-3-carboxylic acid methyl ester (727 mg, 2.18 mmol) and methanol/tetrahydrofuran (12.5 mL, 1:1.5) was added 2N sodium hydroxide (5.4 mL, 10.89 mmol) at room temperature. The yellow solution was stirred at that temperature for seventy minutes before it was concentrated. Water (20 mL) was added and the mixture was adjusted to pH=2 with 1N HCl (13 mL). The mixture was then extracted with dichloromethane and ethyl acetate. The combined organic layers were washed with brine, dried over anhydrous sodium sulfate, concentrated in vacuo to give the title compound as a yellow solid (647 mg): MS: (+) m/z 320.80 (M+1).

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