Reaction #5226

Reaction equation

4-Chloro-furo[3,4-c]quinoline-1,3-dione

sodium borohydride

→

4-Chloro-furo[3,4-c]quinolin-3(1H)-one

4-Chloro-furo[3,4-c]quinolin-1(3H)-one

Solvents

tetrahydrofuran

Conditions

Workup

1. 1
   workup.STIRRINGstirring
2. 2
   OtherThe reaction was then quenched with excess 6N HCl and water
3. 3
   Concentrationconcentrated in vacuo

Procedure

To a well stirred mixture of 4-Chloro-furo[3,4-c]quinoline-1,3-dione (1.9 g) in tetrahydrofuran (10 mL) was added sodium borohydride (400 mg) at 0° C. and stirring was continued for 2 h. The reaction was then quenched with excess 6N HCl and water, and concentrated in vacuo to afford 4-Chloro-furo[3,4-c]quinolin-3(1H)-one as a pink solid along with a small quantity of 4-Chloro-furo[3,4-c]quinolin-1(3H)-one which could be isolated by column chromatography on silica gel.

Source