Application of 29171-20-8, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 29171-20-8, name is 3,7-Dimethyloct-6-en-1-yn-3-ol, molecular formula is C10H16O, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.
a) 2,6-dimethyloct-7-yne-2,6-diol (2) The reactor was charged with water (1593 ml) and sulfuric acid (875 g, 8.7 mol) was added. The solution was cooled to 20 ¡ãC. 3, 7-dimethyloct-6-en-l-yn-3-ol (1, 2.45 kg, 16.1 mol) was added and the mixture was stirred at 25 ¡ãC for 48 hours. Water (1.5 I) and methyl tert.-butyl ether (1.6 I) was added and the mixture was stirred for 10 minutes. The layers were separated and the aqueous layer was extracted with methyl tert.-butyl ether (1.6 I). The organic layers were combined and washed with NaOH 2M (250 ml, pH 0), with saturated KHC03 solution (700 ml, pH 8-9) and brine (800 ml). The solution was dried over MgS04 and concentrated in vacuo. Residual 3,7-dimethyloct-6-en-l-yn-3-ol and volatile side products were removed by distillation over a 20 cm Vigreux column (b.p. 35 – 104¡ãC at 0.4 mbar). The crude product was wipe-film distilled (150 ¡ãC at 0.06 mbar) to afford (2) (1642 g, 69percent yield) as a light yellow liquid. The product will crystallize upon standing. A sample was crystallized from hexane to afford white crystals, m.p. 48-49 ¡ãC . IH NMR: 3.36 (s, IH); 2.40 (s, IH); 2.20 (s, IH); 1.67-1.39 (m, 6H); 1.43 (s, 3H); 1.16 (s, 6H). 13C NMR: 88.5 (s), 71.7 (d), 71.6, 68.1 (2s), 44.2, 44.0 (2t), 30.2, 29.6, 29.5 (3q), 19.8 (t). MS: 137 (10, M+ -CH3, H20), 109 (29), 79 (40), 77 (15), 71 (15), 69 (42), 66 (59), 59 (100), 56 (28), 43 (91), 41 (21).
According to the analysis of related databases, 29171-20-8, the application of this compound in the production field has become more and more popular.
Reference:
Patent; GIVAUDAN SA; ALCHENBERGER, Alain; BERBEZ, Chloe; FINN, Clare; LELIEVRE, Dominique; LOVCHIK, Martin Alan; POIGNON-MARTEL, Roseline; ROMEY, Gilles; WO2014/198709; (2014); A1;,
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