[1]赵鹏,王宁辉,曾明荣,等.碱金属/THF体系不对称还原樟脑制备右旋龙脑[J].华侨大学学报(自然科学版),2010,31(6):671-673.[doi:10.11830/ISSN.1000-5013.2010.06.0671]
　ZHAO Peng,WANG Ning-hui,ZENG Ming-rong,et al.Study of D-Borneol by Asymmetric Reduction of Camphor in Alkali Metals/THF System[J].Journal of Huaqiao University(Natural Science),2010,31(6):671-673.[doi:10.11830/ISSN.1000-5013.2010.06.0671]
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碱金属/THF体系不对称还原樟脑制备右旋龙脑()
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《华侨大学学报（自然科学版）》[ISSN:1000-5013/CN:35-1079/N]

卷:
第31卷
期数:
2010年第6期
页码:
671-673
栏目:
出版日期:
2010-11-20

文章信息/Info

Title:
Study of D-Borneol by Asymmetric Reduction of Camphor in Alkali Metals/THF System
文章编号:
1000-5013(2010)06-0671-03
作者:
赵鹏; 王宁辉; 曾明荣; 王维德
华侨大学化工学院
Author(s):
ZHAO Peng;  WANG Ning-hui;  ZENG Ming-rong;  WANG Wei-de
College of Chemical Engineering, Huaqiao University, Quanzhou 362021, China
关键词:
樟脑;  右旋龙脑;  四氢呋喃;  不对称还原
Keywords:
camphor;  D-borneol;  tetrahydrofuran;  asymmetric reduction
分类号:
TQ463
DOI:
10.11830/ISSN.1000-5013.2010.06.0671
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差异,在碱金属/THF(四氢呋喃)体系中进行樟脑的不对称还原研究,考察碱金属用量、溶剂用量、反应时间和反应温度对反应的影响.结果表明,最优反应条件为碱金属与樟脑的量比为2.8,溶剂用量与樟脑的量比为22.5,反应时间为3 h,反应温度为25℃.在此条件下,反应所得樟脑转化率为93%,右旋龙脑产率为72%.
Abstract:
The asymmetric reduction of camphor into D-borneol was carried out in alkali metals/THF(tetrahydrofuran) system by using the difference of the molecular thermodynamics stability of midway products of camphor reduction.In order to get the optimal reaction condition,the amount of alkali metals,the volume of solvent,the reaction time and the reaction temperature were investigated.The experimental results showed that the conversion rate of camphor is 93% and the productivity rate of D-borneol is 72% under optimal reaction condition:alkali metals: camphor dosage of 2.8,THF: camphor dosage of 22.5,reaction temperature of 25 ℃,and reaction time of 3 h.

参考文献/References:

[1] 宋永芳, 罗嘉梁. 高纯度天然右旋龙脑的制备研究 [J]. 林产化学与工业, 2003(3):11-14.doi:10.3321/j.issn:0253-2417.2003.03.003.
[2] 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.
[3] 王维德, 黄颖芬, 王宁辉. 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(4):410-413.doi:10.3969/j.issn.1000-5013.2007.04.020.
[4] PRADHAN S K, SANKARAN R. Counterion effect on stereochemistry of reduction of cycloalkanones by alkali metals in ammonia [J]. Tetrahedron, 1994, (10):3149-3158.doi:10.1016/S0040-4020(01)81113-3.
[5] 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.doi:10.1016/S0040-4020(01)88098-4.

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(6):89.[doi:10.3969/j.issn.1000-5013.2006.01.024]
[2]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.[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(6):410.[doi:10.3969/j.issn.1000-5013.2007.04.020]

备注/Memo

备注/Memo:
福建省科技计划重点项目(2007Y0027); 华侨大学科研基金资助项目(06X0085)
更新日期/Last Update: 2014-03-23