反应详情

(RS)-6-Carboxy-4,5,6,7-tetrahydrothieno[3,2-c]pyridine (3.7 g) is added, under a nitrogen atmosphere and in small portions, to a solution of lithium aluminum hydride (1.1 g) in tetrahydrofuran (45 cc); the resulting suspension is heated under reflux for 4 hours. After cooling, water (1.35 cc), 5N aqueous sodium hydroxide solution (0.95 cc) and water (4.35 cc) are successively added dropwise. The inorganic salts formed are filtered off and washed with methylene chloride (5×20 cc). The filtrates are combined and evaporated to dryness under reduced pressure (25 mm Hg; 3.3 kPa) at 60° C. The residue is dissolved in boiling acetonitrile (15 cc) and the solution is cooled and then kept at 5° C. for 20 hours. The resulting crystals are filtered off, washed with cyclohexane and dried at 20° C. under reduced pressure (0.1 mm Hg; 0.013 kPa). (RS)-6-Hydroxymethyl-4,5,6,7-tetrahydrothieno[3,2-c]pyridine (1.2 g), melting at 110° C., is thus obtained.

1. temperaturethe resulting suspension is heated
2. temperatureunder reflux for 4 hours
3. temperatureAfter cooling
4. customThe inorganic salts formed
5. filtrationare filtered off
6. washwashed with methylene chloride (5×20 cc)
7. customevaporated to dryness under reduced pressure (25 mm Hg; 3.3 kPa) at 60° C
8. dissolutionThe residue is dissolved
9. temperaturethe solution is cooled
10. filtrationThe resulting crystals are filtered off
11. washwashed with cyclohexane
12. customdried at 20° C. under reduced pressure (0.1 mm Hg; 0.013 kPa)