Analyzing the synthesis route of 107-75-5

At the same time, in my other blogs, there are other synthetic methods of this type of compound,107-75-5, 7-Hydroxy-3,7-dimethyloctanal, and friends who are interested can also refer to it.

107-75-5, 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. 107-75-5, name is 7-Hydroxy-3,7-dimethyloctanal. A new synthetic method of this compound is introduced below.

Compound 33: 7-hyroxycitronellal (140 mu, 0.75 mmol), Cu(OTf)2 (2.2 mg, 2.5 mol ethanethiol (108 mu, 1.5 mmol) and 1,3,5- trimethoxybenzene (42 mg, 0.25 mmol) were reacted according to method A. The mixture was stirred for 2 h at room temperature. The residual material was purified by column chromatography (silica gel 40-60, hexane / ethyl acetate 80:20) affording compound 33 (68 mg, 71% yield) as a thick oil. Characterization data of compound 33: lH NMR (CDCl3/400 MHz): delta 6.12 (s, 1H), 6.09 (s, 1H), 4.54 – 4.46 (m, 1H), 3.80 (s, 3H), 3.78 (s, 6H), 2.51 – 2.32 (m, 3H), 1.96 – 1.84 (m, 1H), 1.56 – 1.47 (m, 1H), 1.40 – 1.32 (m, 4H), 1.24 – 1.19 (m, 5H), 1.17 (s, 3H), 1.15 (s, 3H), 0.82 (t, J = 4.5 Hz, 3H); 13C NMR (CDCl3/100 MHz): delta 160.2, 159.8, 158.2, 112.4, 111.4, 91.7, 90.3, 71.0, 55.9, 55.7, 55.2, 44.2, 41.3, 38.1, 37.1, 31.4, 29.1, 26.3, 21.6, 20.0, 19.4, 15.0; HRMS (ESI): m/z calcd for C2iH3604S [M+Na]+ 407.2227 found 407.2218.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,107-75-5, 7-Hydroxy-3,7-dimethyloctanal, and friends who are interested can also refer to it.

Reference:
Patent; B. G. NEGEV TECHNOLOGIES AND APPLICATIONS LTD., AT BEN-GURION UNIVERSITY; PAPPO, Doron; PARNES, Regev; (87 pag.)WO2016/132355; (2016); A1;,
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