Hydrochloric Acid → 3-Hexylthiophene

0.125 mole of n-hexylbromide was dissolved in 40 ml of ethyl ether. Then, 10 ml of ethyl ether was added in drops and also 0.13 mole of magnesium chip was added. The mixture was refluxed for 5 to 6 hours and the Grignard agent was obtained. The Grignard reagent was added to a solution consisting of 70 mg of NiDPPPCl2 and 0.106 mole of 3-bromo thiophene in drops at 0° C., then the mixture was refluxed for 12 to 15 hours. After that, the mixture was hydrolyzed with 40 ml of 1N hydrochloric acid and 150 ml of ice water. Then, ethyl ether was used to extract the mixture for a few times, and the mixture was washed with water until the solution was neutral. The extract was dried by sodium sulfate to remove the solvent. The product of 3-hexylthiophene was obtained with a yield of 65% after distillation under reduced pressure.

1. additionwas added
2. temperatureThe mixture was refluxed for 5 to 6 hours
3. customthe Grignard agent was obtained
4. temperaturethe mixture was refluxed for 12 to 15 hours
5. extractionto extract the mixture for a few times
6. washthe mixture was washed with water until the solution
7. dry with materialThe extract was dried by sodium sulfate
8. customto remove the solvent

ORD record

ord-a18961c5521b4d29b8824d50cd1c75dd

Source dataset

uspto-grants-1994_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05314976