孕甾烯醇酮吡咯化合物的制备  

SYNTHESIS OF PREGNENOLONE PYRROLE COMPOUNDS

作　　者：刘焕梅[1] 李立军[2] 孙晓然[3] 韩美慧[4] 

机构地区：[1]河北联合大学轻工学院,河北唐山063000 [2]河北大学化学与环境科学学院,河北保定071002 [3]河北联合大学化学工程学院,河北唐山063000 [4]湘南学院临床医学系,湖南郴州423000

出　　处：《精细石油化工》2013年第3期32-34,共3页Speciality Petrochemicals

摘　　要：以孕甾烯醇酮和盐酸羟胺为原料,碳酸氢钠为催化剂,二甲亚砜(DMSO)为溶剂制得孕甾烯醇酮肟,然后在氢氧化钾存在下与乙炔进行成环反应,合成了孕甾烯醇酮吡咯化合物。考察了催化剂用量,反应温度,反应时间对产率的影响。最佳合成条件为:常压,成环反应时间为6h,温度为115℃,催化剂用量为每10mLDMSO加425mg NaHCO3。孕甾烯醇酮吡咯(Ⅰ),产率为41.9%;N-乙烯基孕甾烯醇酮吡咯(Ⅱ),产率为30.3%.产物的熔点,IR及1 H NMR均与文献值一致。Sodium bicarbonate was used as catalyst to synthesize pregnenolone oxime from Pregnenolo- ne and hydroxylamine hydrochloride with dimethyl sulfoxide as solvent. Potassium hydroxide was added next with acetylene for cyclization reaction to synthesize pregnenolone pyrrole compounds. The effects of catalyst dosage, reaction temperature and reaction time on the productive rate were investi- gated. The optimum conditions were acquired as that reacted 6 h at 115 ℃ for the cyclization reaction under normal pressure with catalyst dosage of NaHCO3/mg ： DMSO/mL=425 ： 10. The productive rate of pregnenolone pyrrole （ I ） is 41.9 % while the N-vinyl pregnenolone pyrrole （ II ） is 30.3 %. Melting point, IR and 1H NMR results of the products can consist with those in the literature.

关 键 词：孕甾烯醇酮 吡咯化合物 甾体化合物 酮肟 

分 类 号：TQ251.3[化学工程—有机化工] O626.13[理学—有机化学]