Reaction #81577

Reaction equation

POCl3

Butyl 2,2,4-trichloro-4-cyanobutyrate

HCl

phosphorus oxychloride

→

2,3,5,6-tetrachloropyridine

Yield 62.0%

Conditions

Workup

1. 1
   OtherThe resulting reaction mixture
2. 2
   Otherwere recovered
3. 3
   OtherThe methylene chloride solution obtained after work-up

Procedure

Butyl 2,2,4-trichloro-4-cyanobutyrate (12 g), phosphorus oxychloride (40 mL) and dry HCl gas (1.6 g) were heated at 140° C. for 10 hours. The resulting reaction mixture was worked up as described in Example 1 and 32 mL of POCl3 were recovered. The methylene chloride solution obtained after work-up was analyzed by GLC with an internal standard. The analysis indicated a 62% yield of 2,3,5,6-tetrachloropyridine.

Source