Synthesis Research Of Important Drug Intermediate1,2,3,4-tetrahydronaphthalene-1-amine Hydrochloride

Containing1,2,3,4-tetrahydro-naphthalene-1-amine compounds against a variety of mental diseases, anti-tumor and anti-obesity effects,monoamine oxidase inhibitors, the apoptosis enhancers and cannabinoidreceptor antagonists and other important intermediates antidepressantsertraline key intermediates. In recent years, more and more attention.Therefore, effective synthesis of1,2,3,4-tetrahydro-naphthalene-1-amineintermediates will have important theoretical and practical value.Easy to get in line with the low cost of raw materials, the operationis simple and feasible, relatively green process is safe and reliable, easy toindustrial production principles, combined with the relevant literature, weuse the inverse synthetic analysis to determine benzene and Succinyloxideas a starting material,1,2,3,4-tetrahydronaphthalene-1-amine targetstructure functional group to add, exchange, removal of analysis andresearch, the synthesis of three possible routes, and compare and explore.The main results are as follows:1. Identified by a benzene and succinic anhydride as a starting material, a five-step synthesis restore after acylation of an aryl ring, a carbonyl group,an aryl acid cyclization, condensation olamine, oxime reduction1,2,3,4-tetrahydro-naphthalen-1-amine hydrochloride the synthesis route. Thesynthetic route is easy to get raw materials, low cost, mild conditions,factors controlled, easy to operate, with a total yield of up to43.6%.2. In the acylation reaction of an aromatic ring to adjust the ratio ofmaterials, the raw materials used benzene as the solvent system to reducethe amount of the catalyst is anhydrous aluminum trichloride, and thebenzene solvent recycling apply, yield increased by6%, up to96%.3. Changed in the the carbonyl reduction reaction, the reaction solvent,alternative cheap glycol diethylene glycol, to maintain yield essentially thesame at the same time, reduce the cost and improve the industrial feasibilityof the reaction.4. Synthesis of1,2,3,4-tetrahydronaphthalene-1-amine reducingagent compared with the use of sodium metal nickel-aluminum alloy isused as a reducing agent, reducing costs, but also greatly improve thereactionsecurity, only insufficient after the reaction, the resulting metalmud treatment to be further explored, for example, the repeated use of themethod used for the same reaction.In summary, to benzene and succinic anhydride as a starting material, torestore after the acylation of an aromatic ring, a carbonyl group, an arylacid cyclization, ketone-amine condensation ketoxime restore the five-step reaction, a process for preparing1,2,3,4-tetrahydro-naphthalen-1-amineroute. The route has a raw materials cheap and easy to get, easy to operateand feasible, relatively green, process safety and reliability advantages, laidthe foundation for industrial production, has practical significance for theprospects for industrial production.