Reaction #73456

Reaction equation

3-(4-methylpiperazine-1-carbonyl)-7-oxa-bicyclo[2,2,1]-heptane-2-carboxylic acid

thionyl chloride

→

3-(4-Methylpiperazine-1-carbonyl)-7-oxa-bicyclo[2,2,1]heptane-2-carbonyl chloride

Solvents

methylene chloride

Conditions

Workup

1. 1
   Otherthe ice-bath was removed
2. 2
   workup.STIRRINGstirring
3. 3
   workup.WAITcontinued at room temperature overnight
4. 4
   OtherThe excess thionyl chloride was removed
5. 5
   Otherat −50° C.
6. 6
   workup.ADDITIONto the residue was added methylene chloride (10 mL)
7. 7
   Othersuch in the next reaction

Procedure

To an ice-cold solution of 3-(4-methylpiperazine-1-carbonyl)-7-oxa-bicyclo[2,2,1]-heptane-2-carboxylic acid (938 mg, 3.5 mmole) in methylene chloride (30 mL) was added thionyl chloride (1 mL) followed by a few drops of DMF. After stirring at ice-cold temperature for 30 min, the ice-bath was removed and stirring continued at room temperature overnight. The excess thionyl chloride was removed using oil-free vacuum pump at −50° C. and to the residue was added methylene chloride (10 mL). The resulted thin slurry of 1 was used as such in the next reaction.

Source