CN108069860A - 一种邻硝基溴苄的制备方法 - Google Patents
一种邻硝基溴苄的制备方法 Download PDFInfo
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- -1 nitro bromobenzyl Chemical group 0.000 title claims abstract description 36
- 238000002360 preparation method Methods 0.000 title claims abstract description 18
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 claims abstract description 29
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims abstract description 26
- 238000006243 chemical reaction Methods 0.000 claims abstract description 23
- 229910000042 hydrogen bromide Inorganic materials 0.000 claims abstract description 14
- 239000012074 organic phase Substances 0.000 claims abstract description 14
- 229960002163 hydrogen peroxide Drugs 0.000 claims abstract description 12
- 238000003756 stirring Methods 0.000 claims abstract description 10
- 239000003999 initiator Substances 0.000 claims abstract description 9
- 239000000243 solution Substances 0.000 claims abstract description 9
- 239000002841 Lewis acid Substances 0.000 claims abstract description 8
- 150000007517 lewis acids Chemical class 0.000 claims abstract description 8
- 150000008282 halocarbons Chemical class 0.000 claims abstract description 5
- 238000001816 cooling Methods 0.000 claims abstract description 3
- 238000010792 warming Methods 0.000 claims abstract description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 18
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 claims description 6
- 229940011182 cobalt acetate Drugs 0.000 claims description 3
- QAHREYKOYSIQPH-UHFFFAOYSA-L cobalt(II) acetate Chemical compound [Co+2].CC([O-])=O.CC([O-])=O QAHREYKOYSIQPH-UHFFFAOYSA-L 0.000 claims description 3
- 235000005074 zinc chloride Nutrition 0.000 claims description 3
- 239000011592 zinc chloride Substances 0.000 claims description 3
- 230000002378 acidificating effect Effects 0.000 claims description 2
- 238000002156 mixing Methods 0.000 claims description 2
- FBAFATDZDUQKNH-UHFFFAOYSA-M iron chloride Chemical compound [Cl-].[Fe] FBAFATDZDUQKNH-UHFFFAOYSA-M 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 1
- 238000005893 bromination reaction Methods 0.000 abstract description 13
- 230000031709 bromination Effects 0.000 abstract description 12
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract description 8
- 229910052794 bromium Inorganic materials 0.000 abstract description 8
- 125000001246 bromo group Chemical group Br* 0.000 abstract description 4
- 239000006227 byproduct Substances 0.000 abstract description 4
- 239000002994 raw material Substances 0.000 abstract description 4
- 239000007800 oxidant agent Substances 0.000 abstract description 3
- 230000001590 oxidative effect Effects 0.000 abstract description 3
- 238000010992 reflux Methods 0.000 description 9
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 7
- 239000003153 chemical reaction reagent Substances 0.000 description 7
- 239000000543 intermediate Substances 0.000 description 7
- 238000000034 method Methods 0.000 description 7
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 5
- PCLIMKBDDGJMGD-UHFFFAOYSA-N N-bromosuccinimide Chemical class BrN1C(=O)CCC1=O PCLIMKBDDGJMGD-UHFFFAOYSA-N 0.000 description 5
- 238000003786 synthesis reaction Methods 0.000 description 5
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- 238000004128 high performance liquid chromatography Methods 0.000 description 4
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 3
- 239000003814 drug Substances 0.000 description 3
- 239000000575 pesticide Substances 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 150000003254 radicals Chemical class 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 3
- 229910021578 Iron(III) chloride Inorganic materials 0.000 description 2
- 150000001649 bromium compounds Chemical group 0.000 description 2
- 229950005499 carbon tetrachloride Drugs 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 239000000975 dye Substances 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 description 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 2
- 238000003408 phase transfer catalysis Methods 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- XUXNAKZDHHEHPC-UHFFFAOYSA-M sodium bromate Chemical compound [Na+].[O-]Br(=O)=O XUXNAKZDHHEHPC-UHFFFAOYSA-M 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 230000002194 synthesizing effect Effects 0.000 description 2
- HXBMIQJOSHZCFX-UHFFFAOYSA-N 1-(bromomethyl)-2-nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1CBr HXBMIQJOSHZCFX-UHFFFAOYSA-N 0.000 description 1
- CMWKITSNTDAEDT-UHFFFAOYSA-N 2-nitrobenzaldehyde Chemical compound [O-][N+](=O)C1=CC=CC=C1C=O CMWKITSNTDAEDT-UHFFFAOYSA-N 0.000 description 1
- BBQDLDVSEDAYAA-AATRIKPKSA-N 2-nitrocinnamic acid Chemical class OC(=O)\C=C\C1=CC=CC=C1[N+]([O-])=O BBQDLDVSEDAYAA-AATRIKPKSA-N 0.000 description 1
- 239000004342 Benzoyl peroxide Substances 0.000 description 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
- 208000024172 Cardiovascular disease Diseases 0.000 description 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 239000005800 Kresoxim-methyl Substances 0.000 description 1
- NLLHXVBITYTYHA-UHFFFAOYSA-N Nitrofor Chemical group CCN(CC)C1=C([N+]([O-])=O)C=C(C(F)(F)F)C=C1[N+]([O-])=O NLLHXVBITYTYHA-UHFFFAOYSA-N 0.000 description 1
- 229920002582 Polyethylene Glycol 600 Polymers 0.000 description 1
- 239000005869 Pyraclostrobin Substances 0.000 description 1
- WTKZEGDFNFYCGP-UHFFFAOYSA-N Pyrazole Chemical compound C=1C=NNC=1 WTKZEGDFNFYCGP-UHFFFAOYSA-N 0.000 description 1
- DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical group [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- 125000006278 bromobenzyl group Chemical group 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- XMPZTFVPEKAKFH-UHFFFAOYSA-P ceric ammonium nitrate Chemical compound [NH4+].[NH4+].[Ce+4].[O-][N+]([O-])=O.[O-][N+]([O-])=O.[O-][N+]([O-])=O.[O-][N+]([O-])=O.[O-][N+]([O-])=O.[O-][N+]([O-])=O XMPZTFVPEKAKFH-UHFFFAOYSA-P 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- PJWPNDMDCLXCOM-UHFFFAOYSA-N encainide Chemical compound C1=CC(OC)=CC=C1C(=O)NC1=CC=CC=C1CCC1N(C)CCCC1 PJWPNDMDCLXCOM-UHFFFAOYSA-N 0.000 description 1
- 229960001142 encainide Drugs 0.000 description 1
- 239000012847 fine chemical Substances 0.000 description 1
- 230000000855 fungicidal effect Effects 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 1
- 150000002443 hydroxylamines Chemical class 0.000 description 1
- 238000005286 illumination Methods 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- ZOTBXTZVPHCKPN-HTXNQAPBSA-N kresoxim-methyl Chemical compound CO\N=C(\C(=O)OC)C1=CC=CC=C1COC1=CC=CC=C1C ZOTBXTZVPHCKPN-HTXNQAPBSA-N 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 229960003511 macrogol Drugs 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 150000005573 methoxybenzenes Chemical class 0.000 description 1
- VKQFCGNPDRICFG-UHFFFAOYSA-N methyl 2-methylpropyl 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate Chemical compound COC(=O)C1=C(C)NC(C)=C(C(=O)OCC(C)C)C1C1=CC=CC=C1[N+]([O-])=O VKQFCGNPDRICFG-UHFFFAOYSA-N 0.000 description 1
- 150000002790 naphthalenes Chemical class 0.000 description 1
- 239000011664 nicotinic acid Substances 0.000 description 1
- HYIMSNHJOBLJNT-UHFFFAOYSA-N nifedipine Chemical compound COC(=O)C1=C(C)NC(C)=C(C(=O)OC)C1C1=CC=CC=C1[N+]([O-])=O HYIMSNHJOBLJNT-UHFFFAOYSA-N 0.000 description 1
- 229960001597 nifedipine Drugs 0.000 description 1
- 229960000227 nisoldipine Drugs 0.000 description 1
- VLZLOWPYUQHHCG-UHFFFAOYSA-N nitromethylbenzene Chemical group [O-][N+](=O)CC1=CC=CC=C1 VLZLOWPYUQHHCG-UHFFFAOYSA-N 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 125000006503 p-nitrobenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1[N+]([O-])=O)C([H])([H])* 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- FGIUAXJPYTZDNR-UHFFFAOYSA-N potassium nitrate Chemical compound [K+].[O-][N+]([O-])=O FGIUAXJPYTZDNR-UHFFFAOYSA-N 0.000 description 1
- HZRSNVGNWUDEFX-UHFFFAOYSA-N pyraclostrobin Chemical compound COC(=O)N(OC)C1=CC=CC=C1COC1=NN(C=2C=CC(Cl)=CC=2)C=C1 HZRSNVGNWUDEFX-UHFFFAOYSA-N 0.000 description 1
- 238000012216 screening Methods 0.000 description 1
- 229940079827 sodium hydrogen sulfite Drugs 0.000 description 1
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 238000010189 synthetic method Methods 0.000 description 1
- 150000003613 toluenes Chemical class 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C201/00—Preparation of esters of nitric or nitrous acid or of compounds containing nitro or nitroso groups bound to a carbon skeleton
- C07C201/06—Preparation of nitro compounds
- C07C201/12—Preparation of nitro compounds by reactions not involving the formation of nitro groups
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
本发明公开了一种邻硝基溴苄的制备方法。该制备方法包括以下步骤:步骤1,将邻硝基甲苯溶于卤代烃中,再依次加入溴化氢溶液、引发剂和路易斯酸,继续搅拌并升温至发生回流反应;步骤2,向步骤1的反应体系中以1‑2滴/min的速度滴加过氧化氢溶液,回流反应1‑3h后,自然冷却,停止搅拌并分离得有机相,所述有机相即为邻硝基溴苄。本发明以邻硝基甲苯为原料,溴化氢为溴源,并加入过氧化氢溶液为氧化剂,以引发剂并加入路易斯酸,溴化邻硝基甲苯反应生成邻硝基溴苄,制备方法操作简便,收率高,副产物邻硝基二溴苄的含量低。
Description
技术领域
本发明涉及邻硝基溴苄制备领域,具体涉及一种邻硝基溴苄的制备方法。
背景技术
邻硝基溴苄,又名2-硝基溴苄,英文名为:2-Nitrobenzyl bromide,是合成新型广谱杀菌剂——吡唑醚菌酯的重要中间体,结构式如下:
邻硝基溴苄是一种有机精细化工中间体,在医药、农药、染料等有机合成中有广泛的应用。在医药领域,邻硝基溴苄是合成心血管疾病药物硝苯吡啶、尼索地平、恩卡胺等的重要中间体,可用于合成邻硝基苯乙烯类、邻硝基肉桂酸类系列产品。在农药领域,邻硝基溴苄是合成吡唑醚菌酯等农药的关键中间体,同时它也被用作合成染料的中间体及表面活性剂的中间体[徐克勋.精细有机化工原料中间体.北京:化学工业出版社,1998:371-373][佘远斌,罗振华,宋旭峰等.金属卟啉仿生催化氧化邻硝基甲苯绿色合成邻硝基苯甲醛.化工学报,2004,55(12),2032-2037]。
邻硝基溴苄,一般以邻硝基甲苯为原料,通过自由基溴化合成得到。由于邻硝基甲苯上存在强吸电子的硝基,比甲苯更难溴化,同时溴化过程中不可避免会产生二溴代副产物[Munchen J F,Pullach J S. Method for producing organic hydroxylamines [P].US:6211410 1999-10.]。传统的溴化工艺是通过高温条件下滴加溴素进行溴化反应[周增勇.4-硝基苄基溴的光照合成方法探索染料与染色,2009,46(5):44-45.][Sket B, ZupenM.Polymers as reagents and catalysts.Part 12.Side chain bromination ofaromatic molecules with a bromine complex of poly(styrene-co-4-vinylpyridine)[J].J Org Chem,1986,51(6) : 929-931.],该方法选择性差,收率低,而且溴的原子利用率低,产生大量溴化氢。
邻硝基溴苄还可以用N-溴代丁二酰亚胺作为溴化试剂对邻硝基甲苯溴化[Carreno M C,Ruano J L G N-Bromosuccinimide in Acetonitrile:A Mild andRegiospecific Nuclear Brominating Reagent for Methoxybenzenes andNaphthalenes[J].J Org Chem, 1995, 60 (16) : 5328-5330.]。刘善和等[刘善和,刘敏,韦永飞等.邻硝基溴苄的合成技术研究[J]]采用N-溴代丁二酰亚胺为溴化试剂合成邻硝基溴苄,筛选出溶剂为四氯化碳,邻硝基甲苯与N-溴代丁二酰亚胺摩尔比为1:1.03,反应温度为回流温度,反应时间为6小时,此时邻硝基溴苄的收率达86%,选择性达94%。但该溴化剂较昂贵且生成的丁二酰亚胺需要回收。另一种方法是用溴化氢加双氧水溶液作为溴化试剂,以偶氮二异丁腈或过氧化苯甲酰为自由基引发剂,在合适的条件下溴化氧化得到产品[Baciocchi E,Rol C,Sebstiani G,et al.The effect of bromide ions on thereaction of alkylaromatic compounds with cerium(iv) ammonium-nitrate inacetic- acid- an efficient method for the side-chain bromination of tolueneswith electron-withdrawing substituents[J].J Chem Res,1984,(1):24-25.]。但该方法存在在低浓度溴化氢中溴化困难,且引发剂常需要分批加入,导致转化率高且二溴化物多的缺点。兰世林等[兰世林,刘卫东,兰支利.邻硝基苄基溴的合成研究[J]]以溴酸钠和亚硫酸氢钠为溴化试剂,偶氮二异丁腈为引发剂,制备邻硝基溴苄,筛选出优化条件为邻硝基甲苯、溴酸钠,亚硫酸氢钠摩尔比为1:4:4,反应温度为70℃,反应时间为2小时,反应收率大于等于73%。来庆利等[来庆利,朱立军,姜莉莉,等.邻硝基苄基溴的合成研究[J]]采用了溴化氢路线来合成邻硝基溴苄,筛选四氯甲烷作为最优溶剂。刘芳等[CN103641722A]采用溴化氢/过氧化氢溶液为溴化试剂,偶氮二异丁腈为催化剂,聚乙烯二醇PEG600为相转移催化剂,反应收率为79%,此工艺不使用有机溶剂,催化剂可生物降解,但反应速率较慢,不适宜工业生产。
发明内容
针对现有技术的不足,本发明的目的在于提供了一种邻硝基溴苄的制备方法,该制备方法以邻硝基甲苯为原料,溴化氢为溴源,并加入过氧化氢溶液为氧化剂,以自由基引发并加入路易斯酸,溴化邻硝基甲苯反应生成邻硝基溴苄。
一种邻硝基溴苄的制备方法,包括以下步骤:步骤1,将邻硝基甲苯溶于卤代烃中,再依次加入溴化氢溶液、引发剂和路易斯酸,继续搅拌并升温至发生回流反应;步骤2,向体系中向步骤1的反应体系中以1-2滴/min的速度滴加过氧化氢溶液,回流反应1-3h后,自然冷却,停止搅拌并分离得有机相,所述有机相即为邻硝基溴苄。
作为改进的是,所述邻硝基甲苯与路易斯酸的摩尔比为1:0.08-0.15。
作为改进的是,所述过氧化氢的质量分数为30%。
作为改进的是,所述卤代烃为二氯甲烷。
作为改进的是,所述溴化氢溶液的质量分数为40%。
作为改进的是,所述路易斯酸为无水氯化铁、乙酸钴或氯化锌。
作为改进的是,所述步骤1和步骤2中的搅拌速度均为200rpm。
与现有技术相比,本发明以邻硝基甲苯为原料,溴化氢为溴源,并加入过氧化氢溶液为氧化剂,以引发剂并加入路易斯酸,溴化邻硝基甲苯反应生成邻硝基溴苄,制备方法操作简便,收率高,副产物邻硝基二溴苄的含量低。
附图说明
图1为本发明实施例1产物邻硝基溴苄的高效液相色谱图。
具体实施方式
下面通过具体实施例对本发明作进一步详细介绍。
实施例1
称取邻硝基甲苯 6.85克溶于130克二氯甲烷中,向该体系中依次加入40%溴化氢溶液13.16克、偶氮二异丁腈0.82克,无水氯化铁0.81克,搅拌加热至回流,以1滴/min滴加30%过氧化氢溶液7.37克,搅拌回流反应2小时,冷却至室温,分离出有机相,所述有机相即为邻硝基溴苄。HPLC检测,收率为86.31%,纯度89.11%。
实施例2
称取邻硝基甲苯 6.85克溶于130克二氯甲烷中,向该体系中依次加入40%溴化氢溶液15.19克、偶氮二异丁腈0.82克,加入乙酸钴0.89克,搅拌加热至回流,并以2滴/min滴加30%过氧化氢溶液8.50克,搅拌回流反应2小时,冷却至室温,分离出有机相,所述有机相即为邻硝基溴苄。HPLC检测,收率为82.77%,纯度91.11%。
实施例3
称取邻硝基甲苯 6.85克溶于130克二氯甲烷中,向该体系中依次加入40%溴化氢溶液17.21克、偶氮二异丁腈0.82克,加入氯化锌0.68克,搅拌加热至回流,并以2滴/min滴加30%过氧化氢溶液9.63克,搅拌回流反应2小时,冷却至室温,分离出有机相,所述有机相即为邻硝基溴苄。HPLC检测,收率为81.72%,纯度93.83%。
对比例1
称取邻硝基甲苯 6.85克溶于130克二氯甲烷中,向该体系中依次加入40%溴化氢溶液13.16克、偶氮二异丁腈0.82克,搅拌加热至回流,并以2滴/min滴加30%过氧化氢溶液7.37克,搅拌回流反应2小时,冷却至室温,分离出有机相,所述有机相即为邻硝基溴苄。HPLC检测,收率为48.33%,纯度87.60%。
从实施例1-3的结果可以看出,本发明邻硝基溴苄的收率高,纯度大,且副产物少。
从实施例3和对比例1的结果中可以看出,引发剂的加入提高了收率和纯度。
另外,本发明不限于上述实施方式,只要在不超出本发明的范围内,可以采取各种方式实施本发明。
Claims (7)
1.一种邻硝基溴苄的制备方法,其特征在于,包括以下步骤:步骤1,将邻硝基甲苯溶于卤代烃中,再依次加入溴化氢溶液、引发剂和路易斯酸,继续搅拌并升温至发生回流反应;步骤2,向步骤1的反应体系中以1-2滴/min的速度滴加过氧化氢溶液,回流反应1-3h后,自然冷却,停止搅拌并分离得有机相,所述有机相即为邻硝基溴苄。
2.根据权利要求1所述的一种邻硝基溴苄的制备方法,其特征在于,所述邻硝基甲苯与路易斯酸的摩尔比为1:0.08-0.15。
3.根据权利要求1所述的一种邻硝基溴苄的制备方法,其特征在于,所述过氧化氢的质量分数为30%。
4.根据权利要求1所述的一种邻硝基溴苄的制备方法,其特征在于,所述卤代烃为二氯甲烷。
5.根据权利要求1所述的一种邻硝基溴苄的制备方法,其特征在于,所述溴化氢溶液的质量分数为40%。
6.根据权利要求1所述的一种邻硝基溴苄的制备方法,其特征在于,所述路易斯酸为无水氯化铁、乙酸钴或氯化锌。
7.根据权利要求1所述的一种邻硝基溴苄的制备方法,其特征在于,所述步骤1和步骤2中的搅拌速度均为200rpm。
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