[1]王海泼,马江权,殷云武,等.邻、对氯苯腈合成新工艺[J].常州大学学报(自然科学版),2015,(02):16-18.[doi:10.3969/j.issn.2095-0411.2015.02.004]
　WANG Hai-po,MA Jiang-quan,YIN Yun-wu,et al.A New Synthetic Process of 2-Chlorobenzonitrile and 4-Chlorobenzonitrile[J].Journal of Changzhou University(Natural Science Edition),2015,(02):16-18.[doi:10.3969/j.issn.2095-0411.2015.02.004]
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邻、对氯苯腈合成新工艺()
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常州大学学报(自然科学版)[ISSN:2095-0411/CN:32-1822/N]

卷:
期数:
2015年02期
页码:
16-18
栏目:
化学化工
出版日期:
2015-04-25

文章信息/Info

Title:
A New Synthetic Process of 2-Chlorobenzonitrile and 4-Chlorobenzonitrile
作者:
王海泼1; 马江权1; 殷云武2; 薛宝安2; 景小涛2
(1.江苏省精细石油化工重点实验室(常州大学)，江苏 常州 213164；
2.江苏超跃化学有限公司，江苏 镇江 212310)
Author(s):
WANG Hai-po1; MA Jiang-quan1; YIN Yun-wu2; XUE Bao-an2; JING Xiao-tao2
(1.Jiangsu Key Laboratory of Fine Petrochemical Engineering,Changzhou University,Changzhou 213164,China；
2.Jiangsu Beyond Chemicals Co., Ltd.,Zhenjiang 212310,China）
关键词:
邻、对氯苯甲醛; 邻、对氯苯腈; 合成; 三氯化铁
Keywords:
2(4)-Chlorobenzaldehyde;  2(4)-Chlorobenzonitrile;  synthesis;  Iron(Ⅲ) Chloride
分类号:
O 621.3
DOI:
10.3969/j.issn.2095-0411.2015.02.004
文献标志码:
A
摘要:
以邻氯苯甲醛（OCAD）、对氯苯甲醛（PCAD）和盐酸羟胺为原料，采用环境友好型无水FeCl3为催化剂，一步反应合成邻氯苯腈、对氯苯腈，并用IR和1H NMR对产物结构进行了表征。通过单因素和正交试验确定了最佳工艺条件：n(邻、对氯苯甲醛)∶n(盐酸羟胺)∶n(三氯化铁)=1.0∶1.2∶0.5，DMF为溶剂，在150℃条件下反应3h，邻氯苯腈的收率为91.5%，纯度为95.3%，对氯苯腈的收率为96.9%，纯度为97.2%。此方法工艺路线短，条件合理，绿色环保，反应收率高，产品纯度好。
Abstract:
2-Chlorobenzonitrile(4-Chlorobenzonitrile) was synthesized by using 2-Chlorobenzaldehyde(4-Chlorobenzaldehyde) and hydroxylamine hydrochloride as starting material with anhydrous FeCl3 as environmental catalyst through one-step reaction. The chemical structures were characterized by means of IR and 1H NMR. The influence of process conditions on the yield of reaction was studied by single-factor experiment and orthogonal test. The optimal conditions for the reaction were: the molar ratio of n(2-Chlorobenzaldehyde or 4-Chlorobenzaldehyde)∶n(hydroxylamine hydrochloride)∶n(FeCl3)=1.0∶1.2∶0.5, reaction temperature 150℃, reaction time 3h, in DMF solvent. The process can get the 2-Chlorobenzonitrile in 91.5% yield and 95.3% purity and the 4-Chlorobenzonitrile in 96.9% yield and 97.2% purity under the above optimized reaction conditions. Excellent yield, cost efficient, environmentally benign and simple work-up process are the added advantages of this protocol.

参考文献/References:


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备注/Memo

备注/Memo:
江苏省绿色催化材料与技术重点实验室资助项目（BM2012110）；镇江市工业支撑资助项目（SGY2014085）。
更新日期/Last Update: 2015-05-20