Hydrochloric Acid → (2E)-4-(Dimethylamino)-2-butenoic acid hydrochloride

Temperature

50 °C

Methyl (2E)-4-(dimethylamino)but-2-enoate (3.4 g, 23.7 mmol) was dissolved in methanol (25 mL). A solution of sodium hydroxide (0.95 g, 23.7 mmol) in water (7 mL) was added, and the mixture was heated to 50° C. for 1 h. The pH was then adjusted to 2 with conc. hydrochloric acid. The solution was concentrated to dryness, and the residue was triturated with ethanol (30 mL). It was filtered, and the solution was concentrated in vacuo. The residue was triturated with 2-propanol, and the precipitate was collected by suction filtration and dried to yield 2.00 g (51%) of the title compound.

1. concentrationThe solution was concentrated to dryness
2. customthe residue was triturated with ethanol (30 mL)
3. filtrationIt was filtered
4. concentrationthe solution was concentrated in vacuo
5. customThe residue was triturated with 2-propanol
6. filtrationthe precipitate was collected by suction filtration
7. customdried

ORD record

ord-8dd1568111f34f96ba6ac11b4e5efd23

Source dataset

uspto-grants-2013_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08524722B2