Related Products of 14320-38-8, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 14320-38-8, name is Cyclopent-3-enol. A new synthetic method of this compound is introduced below.
NaH (60% in mineral oil, 66.4 mg, 1.66 mmol) was added portion-wiseto a cooled (0C) solution of secondary alcohol 8 (116 mg, 1.385 mmol) and p-methoxybenzyl chloride (0.206 mL, 1.52 mmol) in anhydrous DMF (8 mL). The reaction mixture was stirred overnight at rt. The solvent was removed in vacuo and the residue was diluted with H2O (50 mL) followed by extraction with diethyl ether (60 mL) two times. The combined organic layer was washed with brine, dried over anhydrous MgSO4, and concentrated under vacuum. The residue was purified by silica gel column chromatography (EtOAc/hexane, 1:20) to give 9 (189.6 mg, 67%) as a colorless oil: 1HNMR (CDCl3, 300 MHz) delta 7.11 (d, J = 7.8 Hz, 2H), 6.72 (d, J = 7.9 Hz, 2H),5.62 (m, 2H), 4.65 (s, 2H), 3.74 (s, 3H), 3.25 (quint, 1H), 2.57 (m, 2H),2.38 (m, 2H); 13CNMR (CDCl3, 75 MHz) delta 159.7, 137.5, 134.5, 129.9, 115.7,73.5, 72.6, 56.3, 42.5; Anal. Calc. for C13H16O2: C, 76.44; H, 7.90; Found: C,76.52; H, 7.84.
At the same time, in my other blogs, there are other synthetic methods of this type of compound,14320-38-8, Cyclopent-3-enol, and friends who are interested can also refer to it.
Reference:
Article; Shen, Guang Huan; Hong, Joon Hee; Nucleosides, nucleotides and nucleic acids; vol. 33; 1; (2014); p. 1 – 17;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts