1,4-Dioxane hydrochloride → HCID 23117571, compound

4N HCl-1,4-dioxane (308 mL) and water (65 mL) were added to ethyl 2-(benzylidene-amino)-2-(3,4-dichlorophenyl)-4-pentenoate (518 g), followed by stirring at room temperature for 3 hours. The reaction mixture was concentrated under reduced pressure. Water (1 L) and 1N aqueous hydrochloric acid (500 mL) were added to the residue, and the mixture was washed with diisopropyl ether (500 mL) three times. 25% Aqueous sodium hydroxide (250 mL) was added to the aqueous layer to adjust the pH to 9. The resultant mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over sodium sulfate anhydrate. The solvent was removed under reduced pressure, to thereby give the title compound (231 g). The title compound was used in the next step without further purification.

1. concentrationThe reaction mixture was concentrated under reduced pressure
2. additionWater (1 L) and 1N aqueous hydrochloric acid (500 mL) were added to the residue
3. washthe mixture was washed with diisopropyl ether (500 mL) three times
4. addition25% Aqueous sodium hydroxide (250 mL) was added to the aqueous layer
5. extractionThe resultant mixture was extracted with ethyl acetate
6. washThe organic layer was washed with saturated brine
7. dry with materialdried over sodium sulfate anhydrate
8. customThe solvent was removed under reduced pressure

ORD record

ord-938c0408a0dd441a85a3bd72c8b54a4d

Source dataset

uspto-grants-2007_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07276511B2