60264-83-7Relevant articles and documents
Compounds of the menthane series. Synthesis of unsaturated primary alcohols with the o- and p-menthane skeletons
Fedorov,Fedorova,Sheverdov,Pavlov,Eremkin
, p. 806 - 812 (2016/07/30)
Precursors to terpene alcohols of the o- and p-menthane series (o-cimen-7-ol and o- and p-cimen-9-ols) were synthesized, and their reduction with lithium in ethylenediamine was studied. The reduction of o- and p-cimen-9-ols in the presence of isopropyl alcohol selectively afforded the corresponding 1,4-dihydro derivatives. Under analogous conditions, o-cimen-7-ol was converted into a mixture of unsaturated hydrocarbons. The reduction with lithium in ethylenediamine in the absence of isopropyl alcohol in all cases gave mixtures of menthene alcohols.
A NEW FORM OF THE REDUCTION OF BENZENE AND ITS ALKYL-SUBSTITUTRD DERIVATIVES TO 1,4-DIHYDRO DERIVATIVES IN THE LITHIUM-ISOPROPYL ALCOHOL-ETHYLENEDIAMINE SYSTEM
Bazyl'chik, V. V.,Fedorov, P. I.,Odinokov, V. N.
, p. 1668 - 1670 (2007/10/02)
A new method, convenient and effective for preparative purposes, is proposed for the reduction of benzene, toluene, and o-cymene in the lithium-isopropyl alcohol-ethylenediamine system.It is based on reaction at 85-95 deg C with arene, alcohol, diamine, and metal in molar equivalent ratios of 1:4-6:0.25-0.5:2-3.
STUDIES OF COMPOUNDS IN THE MENTHANE SERIES. XIX. SYNTHESIS AND PROPERTIES OF TRANS-o-4-MENTHEN-8-OL AND STEREOISOMERIC o-5-METHEN-8-OLS
Bazyl'chik, V. V.,Fedorov, P. I.,Klyuev, N. A.,Dank, E. Kh.
, p. 1320 - 1327 (2007/10/02)
Trans-o-4-Menthen-8-ol and cis- and trans-o-5-menthen-8-ols have been prepared via the Diels-Alder reactions of 1,3-butadiene with crotonaldehyde in the presence of boron trifluoride etherate, and piperylene with methyl acrylate, respectively.The dehydration reactions of these alcohols have been studied in the presence of acetic anhydride and potassium bisulfate; the latter reagent demonstrates a high reaction selectivity.
INVESTIGATION OF COMPOUNDS OF THE MENTHANE SERIES. XVI. REDUCTION OF o- AND p-ISOPROPENYLTOLUENES WITH CALCIUM HEXAAMMONIATE
Bazyl'chik, V. V.
, p. 1847 - 1851 (2007/10/02)
In the reduction of o- and p-isopropenyltoluenes with calcium hexaammoniate in the presence of protic and aprotic solvents 1,2-addition of hydrogen mostly occurs with the formation of o- and p-cymenes and o- and p-menthatrienes, which under the reaction conditions give the products from 1,2- and 1,4-addition of hydrogen.
