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A mixture of sodium (1.84 g.), EtOH (100 ml.) and 4-mercaptobutyric acid (5.28 g.) was heated to reflux and then treated with 2,6-dibromopyridine (9.5 g.), and the mixture heated under reflux for 18 hours and then evaporated to dryness. The residue was partitioned between water and ether and the aqueous phase was acidified with HOAc and extracted with ether. The ether extract was dried and evaporated to dryness to give 4-(2-bromopyrid-6-ylthio)butyric acid (9.5 g.), m.p. 72°-74°.

1. temperaturewas heated
2. temperatureto reflux
3. temperaturethe mixture heated
4. temperatureunder reflux for 18 hours
5. customevaporated to dryness
6. customThe residue was partitioned between water and ether
7. extractionextracted with ether
8. extractionThe ether extract
9. customwas dried
10. customevaporated to dryness