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ChemicalBook CAS DataBase List 2-METHYL-4-HEPTANOL
21570-35-4

2-METHYL-4-HEPTANOL synthesis

7synthesis methods
-

Yield: 21% , 19% , 9%

Reaction Conditions:

in o-xylene at 120; for 20 h;

Steps:


General procedure: We examined the scope of substrates for self-coupling of secondaryalcohols by using Ni/CeO2 (Ni = 1-3 wt%) reduced at 300 C(Table 4). Reaction of 2-octanol effectively proceeded at 130 Cfor 20 h to give the corresponding dimer products in high yield(entry 1). Self-coupling of other aliphatic liner alcohols proceededin good to moderate yield (entries 4-6). In the dimer products, 1(ketone) was mainly obtained and 2 (alcohol) was a minor products.Ni/CeO2 was also active for the self-coupling of cyclic alcohol, butthe main dimer product was not 1 but 2 (entry 7). Self-couplingof 2-propanol proceeded (entry 8) at much lower temperature(120 C) than those of the reported Cu-based catalysts [34-36](>200 C) and various coupling products, methyl isobutyl ketone(21%), 4-methyl-2-pentanol (19%), diisobutyl ketone (21%) and 2, 6-dimethyl-4-hexanol (9%), were obtained in comparable yields tothe previous studies. Note that the product of Aldol addition (nondehydratedproducts) was not observed by GC-MS. To the best ofour knowledge, the present system is the first heterogeneous catalyticsystem for self-coupling of various aliphatic alcohols underrelatively mild reaction conditions

References:

Shimura, Katsuya;Kon, Kenichi;Hakim Siddiki;Shimizu, Ken-Ichi [Applied Catalysis A: General,2013,vol. 462-463,p. 137 - 142]

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