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ID:35121974
大小:1.75 MB
页数:72页
时间:2019-03-19
《试析七氟菊酯的合成及工艺改进》由会员上传分享,免费在线阅读,更多相关内容在学术论文-天天文库。
1、越般彭⑧天洋大謦中国近代第所大学硕士学位论文L'J-爿■●■■0●爿,}■■疆■■¨a____学科专业:亘刖t学作者姓名:盂祥启指导教师:张里堑豇教授壬津士堂研窑毕陴2006年1月摘要本论文是关于菊酯类农药七氟菊酯的合成和工艺优化的研究,重点优化了重要中间体四氟对甲基苄醇的合成工艺,并对目标产物七氟菊酯的合成路线进行了改进。以四氯对苯二甲酸为原料,经酰氯化、氟化、酯化、还原、溴化、还原六步反应合成了四氟对甲基苄醇。四氟对甲基苄醇再经氯化、与(z).ORS,3RS).3.(2-氯·3,3,3-三氟丙-l一丙烯基)一2,2.二甲基
2、环丙甲酸(功夫酸)酯化合成了七氟菊酯。重点对工艺路线中溴化、还原反应进行了优化。以甲苯为溶剂,四氟对苯二苄醇与氢溴酸反应制得四氟对溴甲基苄醇,将氢溴酸的用量从四氟对苯二苄醇的摩尔量10倍降低至5倍,并且使产品收率从88.13%提高到90.07%。四氟对溴甲基苄醇被镁粉和甲醇还原生成四氟对甲基苄醇,通过采用替代溶剂,将镁粉的用量减少到原工艺的四分之一,收率由78%提高到96%。设计并采用四氟对甲基苄醇先氯化得到四氟对甲基苄基氯,收率为95.28%,再与功夫酸反应制备七氟菊酯的新路线,收率为91.86%,避免了原工艺中价格昂贵的D
3、CC,产品纯度大于96%。优化后总收率从52.94%提高到60.10%,获得了一条适合工业化合成七氟菊酯的工艺路线。关键词:四氯对苯二甲酸四氟对苯二甲酸二甲酯四氟对甲基苄醇,四氟对甲基苄基氯,功夫酸,七氟菊酯ABSTRACT11碡synthesisoftefluthrin.whichisakindofpyrethroidpesticide,wasstudiedinthispaper.Thesyntheticprocess&thelefluthrinandthe4-methyl-2,3,5,6-tetrafluoro-tmnzy
4、lalcohol,a/iimportantintermediatefortefluthrin,wercimproved.4-Methyl·2,3,5,6.tetrafluoro·benzylalcoholwassynthesizedbyacylation,fluorination,esterifleation,reduction,bromizationandreductionfromtetracloro-tercphthalieacid.Tefluthrinwasobtainedfrom(Z)-(IRS,3RS卜3·(2-ch
5、loro一3,3,3一trifluom—l·pmpenyl)·22一dimethylcycolpropaneearboxylateacidbyreactingwith4-chlormethyi-2⋯356-tetrafluorotoluolwhichwaspreparedfrom4-methyl-2,3,5,6-tctrafluom·benzylalcoh01.ThereactionsofbromizationandreductioninthesyntheticprocessweTestudied.Tetrafluoroter
6、ephthalylalcoholwasbromatcdinthehydro·bromicacidtoobtain(4-(bromomethyl)-2。356-tetrafluorophenyl)methan01.Withtoluene鼢solvent,theamountofhydrobromicaciddecreasedfromtentimesofthetooloftetrafluomterephthalylalcoholtofivetimesandtheyieldincreasedfrom88.13%to90.07%.4-M
7、ethyl-2,3,5,6-tetrafluoro-benzylalcoholwasobtainedbyreducingthebromidewithmagnesiumandmethan01.Byreplacingmathanolwithdichlommethaneassolvent,theamountofmagnesiumdecreasedtoonefourthofthatinformermethodandtheyieldincreasedfrom78%to96%.Anewrouteoftefluthrinwasdesigne
8、d.4-Methyl-2⋯356一Tetrafluombenzylchloridewaspreparedfrom4-methyl-2,3,5,6-tetrafluoro-benzylalcoholandtheyieldwas91.86%.Thentefluthrinwasac
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