Flumexadol, CERM-1841

氟甲沙朵Chemical Name: 2-[3-(Trifluoromethyl)phenyl]morpholine
CAS No. 30914-89-7
项目整合开发状态: Not Determined
项目研究机构:
合成路线:The bromination of 2-chloroethyl vinyl ether (I) with Br2 in ether gives 1,2-dibromo-2-(2-chloroethoxy)ethane (II),which is condensed with 3-trifluoromethylphenylmagnesium bromide (III) in refluxing ether yielding 2-(2-chloroethoxy)-2-(3-trifluoromethylphenyl)ethyl bromide (IV).This compound is cyclized with benzylamine (V) in refluxing toluene affording 4-benzyl-2-(3-trifluoromethylphenyl)tetrahydro-1,4-oxazine (V),which is finally debenzylated by hydrogenation with H2 over Pd/C in ethanol - water
📌 参考资料/链接:
参考文献标题:
文献作者:Mauvernay,R.; et al.
参考来源:FR 95182; US 3637680

📄 详细内容


合成路线:The bromination of 2-chloroethyl vinyl ether (I) with Br2 in ether gives 1,2-dibromo-2-(2-chloroethoxy)ethane (II),which is condensed with 3-trifluoromethylphenylmagnesium bromide (III) in refluxing ether yielding 2-(2-chloroethoxy)-2-(3-trifluoromethylphenyl)ethyl bromide (IV).This compound is cyclized with benzylamine (V) in refluxing toluene affording 4-benzyl-2-(3-trifluoromethylphenyl)tetrahydro-1,4-oxazine (V),which is finally debenzylated by hydrogenation with H2 over Pd/C in ethanol - water

参考文献标题:T閠rahydrooxazines-1,4:1.Nouvelle m閠hode de synth鑣e et 閠ude de leur interaction avec les r閏epteurs tryptaminergiques D
文献作者:Bush,N.
参考来源:Eur J Med Chem 1976,11(3),201-207


合成路线:The bromination of 2-chloroethyl vinyl ether (I) with Br2 in ether gives 1,2-dibromo-2-(2-chloroethoxy)ethane (II),which is condensed with 3-trifluoromethylphenylmagnesium bromide (III) in refluxing ether yielding 2-(2-chloroethoxy)-2-(3-trifluoromethylphenyl)ethyl bromide (IV).This compound is cyclized with benzylamine (V) in refluxing toluene affording 4-benzyl-2-(3-trifluoromethylphenyl)tetrahydro-1,4-oxazine (V),which is finally debenzylated by hydrogenation with H2 over Pd/C in ethanol - water
参考文献标题:Flumexadol
文献作者:Castar,J.; Thorpe,P.J.
参考来源:Drugs Fut 1978,3(10),746


产品链接: CAS No. 30914-89-7››