[1]王维德,黄颖芬,王宁辉,等.天然脑粉不对称还原制右旋龙脑[J].华侨大学学报(自然科学版),2007,28(4):410-413.[doi:10.3969/j.issn.1000-5013.2007.04.020]
　WANG Wei-de,HUANG Ying-fen,WANG Ning-hui,et al.Preparation of D-Borneol by Asymmetric Reduction of Natural Camphor Powder[J].Journal of Huaqiao University(Natural Science),2007,28(4):410-413.[doi:10.3969/j.issn.1000-5013.2007.04.020]
点击复制

天然脑粉不对称还原制右旋龙脑()
分享到：

《华侨大学学报（自然科学版）》[ISSN:1000-5013/CN:35-1079/N]

卷:
第28卷
期数:
2007年第4期
页码:
410-413
栏目:
出版日期:
2007-10-20

文章信息/Info

Title:
Preparation of D-Borneol by Asymmetric Reduction of Natural Camphor Powder
文章编号:
1000-5013(2007)04-0410-04
作者:
王维德; 黄颖芬; 王宁辉; 陈登昌
华侨大学材料科学与工程学院; 华侨大学材料科学与工程学院 福建泉州362021; 福建泉州362021
Author(s):
WANG Wei-de;  HUANG Ying-fen;  WANG Ning-hui;  CHEN Deng-chang
College of Material Science and Engineering, Huaqiao University, Quanzhou 362021, China
关键词:
天然脑粉;  樟脑;  右旋龙脑;  不对称还原
Keywords:
natural camphor power;  camphor;  D-borneol;  asymmetric reduction
分类号:
TQ655
DOI:
10.3969/j.issn.1000-5013.2007.04.020
文献标志码:
A
摘要:
利用樟脑还原中间产物的分子热力学稳定性的差异,在还原体系还原剂S/无水乙醇中进行樟脑的不对称还原,考察还原剂用量、溶剂用量和反应温度对反应的影响.结果表明,最佳反应条件为还原剂S与樟脑量的比为2.8,溶剂用量为15.5,反应时间为40 min,利用这种方法还原樟脑,主产物为右旋龙脑,副产物为异龙脑,两者的比例几乎固定不变.研究还表明,在该体系中还原樟脑,反应温度易于控制,反应条件比较温和,反应产物收率较高,反应所得樟脑最高转化率为78%,右旋龙脑最高产率为66%.
Abstract:
The natural camphor power is a by-product from the separation of camphor tree oil,its main component is natural D-camphor.The chemical structure of D-camphor is resemblant to D-borneol.The asymmetric reduction of D-camphor into D-borneol was carried out in S/ethanol system by using the difference of the molecular thermodynamics stability of midway products of D-camphor reduction.The experimental results showed that a mixture with nearly fixed ratio of D-borneol and isoborneol was obtained.The conversion rate of D-camphor is 78% and the productivity rate of D-borneol is 66%.

参考文献/References:

[1] 林国强. 手性合成--不对称反应及其应用 [M]. 北京:科学出版社, 2000.263-271.
[2] PRADHAN S K. Mechanism and stereochemistry of alkali metal reductions of cyclic saturated and unsaturated ketones in protic solvents [J]. Tetrahedron, 1986, (23):6351-6388.
[3] HUFFMAN J W, MCWHORTER W W. Dissolving metal reduction of cyclic ketones [J]. Journal of Organic Chemistry, 1979(4):594-599.
[4] HUFFMAN J W, CHARLES J T. The metal-ammonia reduction of ketones [J]. Journal of the American Chemical Society, 1968, (23):6486-6492.
[5] 薛永强, 王志忠, 张蓉. 现代有机合成方法与技术 [M]. 北京:化学工业出版社, 2003.
[6] 王宁辉, 赵鹏, 王维德. 樟脑手性合成右旋龙脑 [J]. 华侨大学学报（自然科学版）, 2006(1):89-91.doi:10.3969/j.issn.1000-5013.2006.01.024.

相似文献/References:

[1]王宁辉,赵鹏,王维德,等.樟脑手性合成右旋龙脑[J].华侨大学学报(自然科学版),2006,27(1):89.[doi:10.3969/j.issn.1000-5013.2006.01.024]
　Wang Ninghui,Zhao Peng,Wang Weide,et al.Chiral Reduction of Camphor into D-Borneol[J].Journal of Huaqiao University(Natural Science),2006,27(4):89.[doi:10.3969/j.issn.1000-5013.2006.01.024]
[2]赵鹏,黄颖芬,韦莹莹,等.樟脑不对称还原制备右旋龙脑小试[J].华侨大学学报(自然科学版),2011,32(2):188.[doi:10.11830/ISSN.1000-5013.2011.02.0188]
　ZHAO Peng,HUANG Ying-fen,WEI Ying-ying,et al.Amplified Laboratory Research of Asymmetric Reduction of Camphor to Dextral Borneol[J].Journal of Huaqiao University(Natural Science),2011,32(4):188.[doi:10.11830/ISSN.1000-5013.2011.02.0188]

备注/Memo

备注/Memo:
国务院侨办科研基金资助项目(05QZR02)
更新日期/Last Update: 2014-03-23