Hydrochloric Acid → HCID 11788638, compound

Temperature

0 °C

In a round-bottom flask maintained under an inert atmosphere, 3.55 g (17.6 mmoles) of (2R)-2-amino-3-[(2-fluorophenyl)sulfanyl]propan-1-ol (4a-1) and 71 mL of dioxane are introduced. The solution is cooled to 0° C. then 9.90 g (88.2 mmoles) of potassium tert-butylate is added in portions, followed by stirring at ambient temperature for 12 hours. The mixture is then concentrated under reduced pressure and the residue taken up with water then extracted with ethyl acetate. The combined organic phases are washed with water, then brine, dried over sodium sulfate, filtered, and concentrated under reduced pressure. The brown oil thus obtained is taken up with a solution of 2.2 N HCl in ethanol (10.9 mL). The mixture is concentrated under reduced pressure and the chlorhydrate of the title compound is precipitated with the addition of isopropyl ether. The solid is filtered, washed with isopropyl ether, then dried under vacuum. The chlorhydrate of the title compound is obtained in the form of a solid cream (2.73 g, 12.5 mmoles).

1. additionare introduced
2. concentrationThe mixture is then concentrated under reduced pressure
3. extractionthen extracted with ethyl acetate
4. washThe combined organic phases are washed with water
5. dry with materialbrine, dried over sodium sulfate
6. filtrationfiltered
7. concentrationconcentrated under reduced pressure
8. customThe brown oil thus obtained
9. concentrationThe mixture is concentrated under reduced pressure
10. customthe chlorhydrate of the title compound is precipitated with the addition of isopropyl ether
11. filtrationThe solid is filtered
12. washwashed with isopropyl ether
13. customdried under vacuum

ORD record

ord-ca5658d706a14f3bb9f9f6b9d663a067

Source dataset

uspto-grants-2011_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07902381B2