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[1]申永存,李倩,夏定,等.双(3,5\|二甲基苯基)膦的合成[J].武汉工程大学学报,2012,(05):13-15.[doi:103969/jissn16742869201205004]
 SHEN Yong\|cun,LI Qian,XIA Ding,et al.Preparation of bis (3,5\|dimethylphenyl)phosphine[J].Journal of Wuhan Institute of Technology,2012,(05):13-15.[doi:103969/jissn16742869201205004]
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双(3,5\|二甲基苯基)膦的合成
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《武汉工程大学学报》[ISSN:1674-2869/CN:42-1779/TQ]

卷:
期数:
2012年05期
页码:
13-15
栏目:
化学与化学工程
出版日期:
2012-05-31

文章信息/Info

Title:
Preparation of bis (3,5\|dimethylphenyl)phosphine
文章编号:
16742869(2012)05001303
作者:
申永存李倩夏定陈世坤
武汉理工大学化工学院,湖北 武汉 430070
Author(s):
SHEN Yong\|cunLI Qian XIA Ding CHEN Shi\|kun
Institute of chemical engineering ,Wuhan University of Technology ,Wuhan 430070,China
关键词:
膦配体二异丁基氢化铝还原
Keywords:
phosphorus ligands DIBAL deoxidized
分类号:
TQ457.2
DOI:
103969/jissn16742869201205004
文献标志码:
A
摘要:
为了推动在国内尚无商业化产品的双(3,5\|二甲基苯基)膦在不对称催化合成精异丙甲草胺中应用,对双(3,5\|二甲基苯基)膦的合成工艺进行了研究.以双(3,5\|二甲基苯基)氧膦为原料,通过二异丁基氢化铝还原得到双(3,5\|二甲基苯基)膦,最佳条件为:双(3,5\|二甲基苯基)氧膦与二异丁基氢化铝摩尔比为1∶3,溶剂为四氢呋喃,反应温度65 ℃,反应时间1 h,产率为89%.实验结果表明:该方法操作简单,副反应少且容易控制.
Abstract:
Bis(3,5\|dimethyl phenyl)phosphine is an effective ligand for asymmetric synthesis of S\|metolachlor and there is no commercial product in domestic at present.In order to promote the development of asymmetric synthesis process of S\|metolachlor, the synthetic process was studied in this paper.With bis(3,5\|dimethyl phenyl)phosphine oxide as raw material, bis(3,5\|dimethyl phenyl)phosphine was synthesized by deoxidization through diisobutyl aluminium hydride,and the optimal conditions were the ration of bis(3,5\|dimethyl phenyl) phosphine oxide to diisobutyl aluminum hydridemole of 1∶3,reaction temperature of 65 ℃, reaction time of 1 h,and the production rate of 89% .The results show that this method is simple, and easy to control with less side reactions.

参考文献/References:

[1]刘志俊. 异丙甲草胺(精异丙甲草胺):开拓市场恰逢其时[J]. 山东农药信息, 2005(6):28-30.
[2]O’Connell P J, Harms C T, Allen J R F. Metolachlor, S-metolachlor and their role within sustainable weed management [J]. Crop Protect, 1998, 17(3): 207-212.
[3]Chen W, Mbafor W, Roberts S M, et al. A very simple, highly stereoselective and modular synthesis of ferrocene-based P-chiral phosphine ligands[J]. J Am Chem Soc,2006, 128(12): 3922-3923.
[4]Kuwano R, Sato K, Kurokawa T, et al. Catalytic asymmetric hydrogenation of heteroaromatic compounds, indoles[J]. J Am Chem Soc,2000, 122(31): 7614-7615.
[5]Boaz N, Debenham S D, Mackenzie E B, et al. Phosphinoferrocenylamino phosphines as novel and practical ligands for asymmetric catalysis[J]. Org Lett,2002, 4(14): 2421-2424.
[6]Wang D Y, Hu X P, Hou C J, et al. Enantioselective Rh\|catalyzed hydrogenation of 3\|Aryl\|2\|phosphonomethylpropenoates by a New class of chiral ferrocenyl diphosphine ligands [J]. Org Lett,2009, 11(15): 3226-3229.
[7]Morris M P. A method for generating secondary phosphines:WO,068479 A1[P].2005- 07-28.

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备注/Memo

备注/Memo:
收稿日期:20120426作者简介:申永存(1966-),男,湖北武汉人,教授,博士,硕士研究生导师.研究方向:新药的合成与筛选、不对称合成、抗病毒药物的合成及工艺.
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