Hydrochloric Acid → HCID 86706803, compound

Participants

Reaction Conditions

Reaction Steps

Magnesium (345 mg, 14.2 mmol) was added to a flask and put under a nitrogen atmosphere after sufficient deaeration. THF (10 ml) was added, and 2-bromo-3-(2-hexyldecyl)thiophene (A2) (5 g, 12.9 mmol) was dropped while refluxing THF. After the dropping, refluxing was similarly performed for three hours. THF (40 ml) was then added, and the flask was cooled to 0° C. DMF (10 ml) was dropped, and the temperature was increased to room temperature. The mixture was then stirred overnight. To the reaction solution, 1N hydrochloric acid (20 ml) was added, followed by extraction with chloroform. An organic layer was then washed with a saturated saline solution and water. The organic layer was dried with anhydrous magnesium sulfate, and, after filtration, the solvent was distilled off under reduced pressure. By separating and purifying the obtained reaction mixture by silica gel column chromatography in which a mixed solvent of hexane and chloroform was used as a mobile phase, 3-(2-hexyldecyl)-2thiophenaldehyde (A3) was obtained as clear oil (3.0 g, 69% yield). The product (A3) obtained was identified using a 1H-NMR method. 1H-NMR (400 MHZ, CDCl3, TMS) δ 10.03 (s, 1 H), 7.64 (d, J=4.9 Hz, 1 H), 6.97 (d, J=4.9 Hz, 1 H), 2.88 (d, J=7.3 Hz, 2 H), 1.25 (m, 25 H), 0.88 (m, 6 H)

Provenance & Evidence