Hydrochloric Acid → HCID 19917134, compound

68 mg of sodium was added to 10 ml of 1,3-propandiol, and the mixture was stirred at room temperature for 1 hour. The reaction solution was warmed to 70° C., and to this solution were added, 126 μl of 3-bromothiophene, 13 mg of copper(I) iodide and 16 mg of copper(II) oxide. The mixture was heated at 150° C. with stirring for 20 hours, and then poured into the ice-cold water. The resulting solution was neutralized with diluted hydrochloric acid, and extracted with ethyl ether. The extract was worked up in a customary manner, and the product was purified by medium-pressure liquid chromatography [silica gel column, hexane ethyl acetate=20/1→5/1] to give 49 mg of the captioned compound as a white crystal.

1. temperatureThe reaction solution was warmed to 70° C.
2. additionto this solution were added
3. temperatureThe mixture was heated at 150° C.
4. stirringwith stirring for 20 hours
5. extractionextracted with ethyl ether
6. customthe product was purified by medium-pressure liquid chromatography [silica gel column, hexane ethyl acetate=20/1→5/1]

ORD record

ord-09ead58d107a4369a92ff83f37a9f1d8

Source dataset

uspto-grants-1994_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05306728