Réaction #90240

Équation de réaction

oxalyl chloride

dimethylformamide

indole-3-carboxylic acid

oxalyl chloride

→

indole-3-carbonyl chloride

Solvants

DCM

Conditions de réaction

Traitement

1. 1
   Autreproducing a clear, slightly yellow solution
2. 2
   AutreThis solution was evaporated to dryness in vacuo at 0.1 Torr
3. 3
   Autreremoval of excess oxalyl chloride
4. 4
   workup.DISSOLUTIONwas subsequently re-dissolved in 2 ml of dry DCM

Mode opératoire

Next, a solution of indole-3-carbonyl chloride was prepared. A well-stirred suspension of indole-3-carboxylic acid (67.7 mg, 0.42 mmol) in dry DCM (2 ml) containing a small amount of dimethylformamide (DMF) (20 μL) was treated with oxalyl chloride (0.84 mmol, 107 mg, 72 μL) at 0° C. Following addition to the oxalyl chloride, the mixture was stirred for 20 minutes at 23° C., producing a clear, slightly yellow solution. This solution was evaporated to dryness in vacuo at 0.1 Torr to ensure removal of excess oxalyl chloride, and was subsequently re-dissolved in 2 ml of dry DCM.

Source