摘要
以L - (+) -酒石酸为原料 ,在 1 70℃与苄胺进行缩合反应生成 (R ,R) 1 -苄基 - 2 ,5 -二氧 - 3,4 -二羟基吡咯啉 ,收率达 92 % ,再用氢化铝锂在 35℃还原羰基得到 (S ,S) 1 -苄基 - 3,4 -二羟基吡咯啉 ,收率 6 9% ;然后在 0℃下 ,与甲磺酰氯进行甲磺酰化反应 ,接着在 - 4 0℃与二苯基膦钠进行亲核取代反应合成了 1 -苄基 - 3,4 -双二苯基膦吡咯啉 ,产率分别为 90 %和 5 9% ,过程总收率达34%。在合成过程中 。
R,R)1-Benzoyl-2,5-dioxo-3,4-dihydroxy-pyrrolidine was prepared from L-tartaric acid by condensing with benzylamine at 170 ℃ in 92 % yield. Followed, the product was reduced by LiAlH 4 at 35 ℃ and (S,S)1-benzyl-3,4-dihydroxy-pyrrolidine was produced, yield in 69 %. And then (S,S)1-benzyl-3,4-dihydroxy-pyrrolidine reacted with methylsulfonyl chloride (mesylation) at 0 ℃ and sodium diphenylphosphide (nucleophilic substitution) at -40℃ in turn, and the yield was 90 % and 59 % respectively. Thus (R,R) 1-benzyl-3,4-bis(diphenylphosphino)pyrrolidine was synthesized and the total yield was 34 %. During the process, the melting point of every product was measured and the structure was characterized by infrared spectroscopy.
出处
《辽宁化工》
CAS
2004年第2期80-81,83,共3页
Liaoning Chemical Industry
