Tetrahydrofuran → HCID 53621909, compound

Temperature

60 °C

Potassium hydroxide (0.277 g, 4.93 mmol) and ethanol were added to a flask and stirred. 2-Bromopropionamide (0.5 g, 3.29 mmol) was added and the reaction mixture was stirred overnight. The mixture was filtrated and the filtrate was evaporated to dryness. 2,4-bis(4-methoxyphenyl)-1,3-dithia-2,4-diphosphetane-2,4-disulfide (Lawensson's reagent) (0.665 g, 1.643 mmol) and THF were added to the evaporation residue and the mixture was heated to 60° C. for 2 h. The reaction mixture was evaporated to dryness. 3-Bromopyruvic acid (0.604 g, 3.62 mmol) and THF were added to the evaporation residue and the mixture was heated to 60° C. for 3 h. The reaction mixture was cooled to RT and evaporated to dryness. The product was purified by Flash-chromatography. Yield 102%. 1H-NMR (400 MHz; DMSO): δ 1.16 (t, 3H), 1.46 (d, 3H), 3.79-3.86 (m, 2H), 4.78 (q, 1H), 8.42 (s, 1H).

1. stirringthe reaction mixture was stirred overnight
2. filtrationThe mixture was filtrated
3. customthe filtrate was evaporated to dryness
4. customThe reaction mixture was evaporated to dryness
5. temperaturethe mixture was heated to 60° C. for 3 h
6. temperatureThe reaction mixture was cooled to RT
7. customevaporated to dryness
8. customThe product was purified by Flash-chromatography

ORD record

ord-a5b2630a4b714f518c8133de8a03d234

Source dataset

uspto-grants-2015_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08975254B2