Reaction #155390

Reaction equation

10-methylacridan-9-carboxylic acid

10-Methylacridan-9-carboxylic acid

thionyl chloride

yellow acid

→

acid chloride

10-Methylacridan-9-carboxylic acid chloride

Solvents

dichloromethane

Conditions

Workup

1. 1
   OtherInto a 50 mL round bottom flask equipped with magnetic stirrer and under an argon atmosphere
2. 2
   ConcentrationThe light red brown solution was concentrated under reduced pressure
3. 3
   Otherthe residue was dried for 15 min

Procedure

Into a 50 mL round bottom flask equipped with magnetic stirrer and under an argon atmosphere was charged a solution of 0.305 parts of 10-methylacridan-9-carboxylic acid (77) in 15 mL of dichloromethane and cooled to 5° C. (ice-water). Then, 1.05 parts of thionyl chloride was added to the cold yellow acid solution and stirred for 1.5 hr at a temperature below 15° C. The light red brown solution was concentrated under reduced pressure and the residue was dried for 15 min to give acid chloride (78).

Source