Reaction #1583870

Reaction equation

Thionyl chloride

5-methoxycarbonyl-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid

→

methyl (R)-5-chlorocarbonyl-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylate

Solvents

dichloromethane

Conditions

Workup

1. 1
   workup.ADDITIONAfter the completion of the dropwise addition
2. 2
   Temperatureunder cooling in an ice bath until the solution
3. 3
   OtherAfter the completion of reaction
4. 4
   Otherthe reaction solution was rotary evaporated to dryness

Procedure

Thionyl chloride (0.4 g, 3.4 mmol) was slowly added to a solution of 5-methoxycarbonyl-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid (1.0 g, 3 mmol) in dichloromethane dropwisely at −25° C. After the completion of the dropwise addition, the reaction was continued under cooling in an ice bath until the solution became clear. After the completion of reaction, the reaction solution was rotary evaporated to dryness. The product was directly used in the next step.

Source