Hydrochloric Acid → HCID 13803744, compound

4.50 g (24.8 mmol) 6-methoxy-1,3-benzoxathiol-2-one was suspended in 56 mL methanol and mixed with 4.40 g (66.4 mmol) 85% potassium hydroxide, which had previously been dissolved in 11 mL methanol and 17 mL water. The suspension dissolved, forming a yellow color and was stirred for approximately 10 minutes (TLC control). After the end of the reaction the reaction mixture was cautiously acidified to a pH of 1 using 1N aqueous hydrochloric acid, the methanol was removed under a reduced pressure and the residue was extracted twice with ethyl acetate. The organic phases were combined and each was washed twice with water, saturated sodium chloride solution and again with water. After drying with sodium sulfate and removing the solvent under a reduced pressure, 3.55 g (92%) 5-methoxy-2-mercaptophenol was obtained as a light-yellowish fluid. The raw product (GCMS 100%, M=156) was used further without further purification.

1. dissolutionThe suspension dissolved
2. customforming a yellow color
3. customAfter the end of the reaction the reaction mixture
4. customthe methanol was removed under a reduced pressure
5. extractionthe residue was extracted twice with ethyl acetate
6. washeach was washed twice with water, saturated sodium chloride solution and again with water
7. dry with materialAfter drying with sodium sulfate
8. customremoving the solvent under a reduced pressure

ORD record

ord-de768acf57544c14be330d4703b2cd9e

Source dataset

uspto-grants-2015_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09062064B2