Cyclo-heptene

A solution of 22 grams of the above described 5-oximino-10,11-dihydrodibenzo-(a,d)cyclo-heptene in 120 ml benzene was treated with 7.8 grams sodamide and the mixture was stirred and heated under reflux for 2 hours. At this stage, the 14.4 grams of hydrochloride of (3-(dimethylamino)ethyl chloride was added and heating under reflux was continued for... 

Perkin Trans. 2, 1996, 67 for a related example with 5-ethynyl-5//-dibenzo[a,d]cyclo-hepten-5-ol. 

In addition to cyclooctenone 143, the reaction of tethered alkene-vinylcyclobutanone 142 also produces cyclo-heptene 144 as a byproduct (Equation (22)). This product is thought to result from a decarbonylation reaction of a rhodacyclononenone intermediate. This result is discussed further in Section 10.13.3.3.129... 

A systematic study has confirmed the low activity of EHs toward cycloalkene oxides (1,2-epoxycycloalkanes, 10.123) [184], In the presence of mouse liver microsomal EH, activity was very low for cyclopentene oxide and cyclohexene oxide (10.123, n = 1 and 2, respectively), highest for cyclo-heptene oxide (10.123, n = 3), and decreased sharply for cyclooctene oxide (10.123, n = 4) and higher homologues. Mouse liver cytosolic EH showed a different structure-activity relationship in that the highest activity involved cyclodecene oxide (10.123, n = 6). With the exception of cyclohexene oxide, which exhibited an IC50 value toward microsomal EH in the p.M range, cycloalkene oxides were also very weak inhibitors of both microsomal and cytosolic EH. 

The information obtained with the model substrate dibenzol ,d cyclo-heptene 10,11-oxide has helped us understand why related tricyclic drugs yield modest or very low proportions of dihydrodiols, despite formation of the 10,11-oxides. For example, both the epoxide and the dihydrodiol were characterized in the urine of rats given protriptyline (10.129, X = MeNH-CH2CH2CH2CH), but cyclobenzaprine (10.129, X = Me2NCH2CH2CH=C) did not yield the dihydrodiol despite the epoxide and other oxygenated metabolites being formed in vivo and in vitro [194],... 

Es gibt weiterhin chemische Hinweise fur hoch reaktives trans-Cyclo-hepten (77). 

The reaction of nitrosyl chloride with cyclopentene, cyclohexene, and cyclo-heptene in carbon tetrachloride solution at 5°C afforded the corresponding adducts in good yield, although during the cyclohexene reaction considerable hydrolysis to 2-chlorocyclohexanone took place and, in the case of cyclohep-tene, the crude product was not identified but rather was immediately subjected to levulinic acid hydrolysis to 2-chlorocycloheptene. From the products isolated, it may be inferred that cyclopentadiene adds nitrosyl chloride in a 1,4-manner in moderate yields [55]. 

Thermal decomposition of 23 in the presence of cyclopentene and cyclo-heptene gave the endo adducts 47 (mp 80-82°C, 52%) and 48 (49-50 C, 22% TLC of the crude product indicated the possible presence of a very... 

Only in the case of a, to - dicyanoalkanes hydrogenation, there is a possibility of intramolecular condensation of intermediate [1] between amino and imino group. Such a condensation leading to an aminal [2] prone to ammonia loss, gives rise to 1-aza-l-cyclo-heptene 3. Hydrogenation of this intermediate leads to azacyclo-heptane 4. 

Catalytic activities were shown to strongly depend on the Ni concentration and the molar ratio of borohydride to nickel170 180 182,183. Ni-B powders showed maximum activity when the NaBPLpNiCla ratio was 1.5 (the rate of the hydrogenation of cyclo-heptene was 4.3 x 10 3 mol g-atom Ni-1 s 1 303 K, 1 atm H2)184. When the synthesis, in contrast, was performed in the presence of PVP serving as a protective polymer, a threefold excess of NaBILj was required to achieve maximum activity (191 x 10 3 mol g-atom Ni-1 s-1)184. The polymer-protected sample proved to be especially effective in the hydrogenation of compounds with isopropenyl group (2-methyl-1-hexene and a-methylstyrene). 

Eq. 52 and 53 demonstrate remarkable characteristics of this [3 + 2]-cycloaddition starting with a pure diastereomer 130, two stereoisomeric cyclopentanes 131 are obtained. This stereorandom outcome is most simply rationalized assuming a stepwise mechanism with a 1,5-zwitterion as an intermediate in the cycloaddition. The vinylcyclopropane 132 only gives five-membered ring products 133 and no cyclo-heptene derivative, which would result from a conceivable [5 + 2]-cycloaddition. Less activated olefins or cyclopropanes do not undergo a similar [3 + 2]-cycloaddition. Due to the specific substitution pattern, the cyclopentane formation from these siloxycyclopropanes is of no preparative value. 

Mono- und Dibenzo-cycloheptatriene (5H- und 7H-Benzo-cyclo-heptene, 5H-Dibenzo[a.d]cycloheptene) 95>... 

NMR-spektroskopische Untersuchung eines 5-Methylen-5 H-dibenzo a.d cyclo-heptens 161>. 

Cycloalkylidene derivatives of 368 [4(8//-dibenzo[a,e]furo[3,4-c]cyclo-hepten-8-ylidene)piperidines, 369] have been obtained by a route similar to that described for 368." ... 

Cyclic alkenes with no functional groups are also readily and selectively fluorinated. Cyclo-heptene, for example, is fluorinated in 40% yield to 1.2-difluorocycloheptanc (14). ... 

Alcohols can be added to certain double-bond compounds (cyclohexenes, cyclo-heptenes) photochemically in the presence of a photosensitizer such as benzene. The mechanism is electrophilic and Markovnikov orientation is found. The alkenes react in their first excited triplet states. ... 

When tra j-2-methoxycyclohexyl phenyl tellurium was treated with 2 molar equivalents of sodium periodate in aqueous methanol, formylcyclopentane was isolated in 75% yield. fra 5-2-Methoxycycloheptyl phenyl tellurium and an excess of sodium periodate, hydrogen peroxide, or ter/.-butyl hydroperoxide in aqueous methanol produced mixtures of the dimethyl acetal of formylcyclohexane, cyclohexylformaldehyde, and methoxy-2-cyclo-heptene. ... 

Amitriptylinoxide. S-(I0,Il-Dihydro-5H-diben-zo[a,d]cyclohepten-S-yiidene)-N,N-dimethyl-l-propanamine N-oxide 10,ll-dihydro-N,H-dimethyl-5H-dibenzo[a,d]cyclo-heptene-A -propylamine N-oxide amitriptyline N-oxide Ambivalon Equilibrin. C H NO mol wt 293.41. C 81,87%. H 7.90%, N 4.77%, O 5.45%. Centrally acting metabolite of amitriptyline, q.v. Prepn J. B. Pedersen, Brit, pat. 991,651 corresp to IIS. pat. 3,299,139 (1965, 1967 both to Dumex). Series of articles on pharmacology, pharmacokinetics, metabolism, clinical studies, toxicity studies, terato-logical Studies Arzneimillel-Forsch. 28, 1873-1926 (1978). HPLC determn K. M. Jensen, J. Chromatog. 183, 321... 

Xylene sensitizes the cw-trowj-isomerization of cyclohexene, but with cyclo-heptene (50) the major products are cycloadducts involving 1,3-addition to the... 

Can be obtained from Aldrich Chemical or may be prepared by bromination of cyclo-heptene with Br2 in CC14 and dehydrobromination of the 1,2-dibromocycloheptane with KOH in triethylene glycol at 200°.s 6... 

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