Hydrochloric Acid → (R)-5-(5-amino-2-fluoro-phenyl)-5-methyl-morpholine-3-thione hydrochloride

A solution of (R)-5-[5-(benzhydrylidene-amino)-2-fluoro-phenyl]-5-methyl-morpholin-3-thione (0.795 g, 1.97 mmol) in dioxane (10 ml) was treated dropwise at room temperature with hydrochloric acid (1M). The yellow reaction mixture was stirred at room temperature overnight. For the workup, the solution was evaporated at reduced pressureand. The yellow oil was dissolved in ether (15 ml), and the solution was extracted with hydrochloric acid (1M, 15 ml). The aqueous layer was extracted with ether (15 ml), then the combined organic layers were extracted with hydrochloric acid (1M, 5 ml). The combined aqueous layers were evaporated at reduced pressure and yielded the (R)-5-(5-amino-2-fluoro-phenyl)-5-methyl-morpholine-3-thione hydrochloride as a yellow solid (0.47 g, 87%) which was pure enough to be engaged in the next step without further purification; (calculated) C11H13FN2OS [240.30]; (found) [M+H]+=241.

1. customFor the workup, the solution was evaporated at reduced pressureand
2. dissolutionThe yellow oil was dissolved in ether (15 ml)
3. extractionthe solution was extracted with hydrochloric acid (1M, 15 ml)
4. extractionThe aqueous layer was extracted with ether (15 ml)
5. extractionthe combined organic layers were extracted with hydrochloric acid (1M, 5 ml)
6. customThe combined aqueous layers were evaporated at reduced pressure

ORD record

ord-1c9e7c26bbf04ce4aac68bb82fdc6956

Source dataset

uspto-grants-2016_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09242943B2