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2-取代间苯二酚化合物的合成
引用本文:李彬,张天永,池立峰,夏文娟.2-取代间苯二酚化合物的合成[J].天津大学学报(自然科学与工程技术版),2008,41(8):1005-1009.
作者姓名:李彬  张天永  池立峰  夏文娟
作者单位:天津大学化工学院,天津300072
基金项目:教育部留学回国人员科研启动基金
摘    要:采用改进工艺,以间苯二酚(DHB)和叔丁醇(TBA)为原料合成重要有机中间体2-取代间苯二酚.DHB经过二叔丁基化、异丙基化和脱二叔丁基化3步反应合成了PDHB.在65-70℃,以酸性阳离子交换树脂(商品名NKC-9)作为催化剂,DHB与TBA反应合成4,6-二叔丁基间苯二酚(BDHB)的收率和纯度分别为85.8%和98、77%.BDHB与溴代异丙烷在NaOH水溶液中,于70℃反应5-6h,生成2-异丙基-4,6-二叔丁基间苯二酚(PBDHB),收率和纯度分别为61.6%和96.53%.PBDHB在浓硫酸催化下,以二氯甲苯作为溶剂,经脱叔丁基反应得到PDHB。收率和纯度分别为76.7%和96.14%.改进后工艺可以合成收率、纯度均较高的PDHB,同样可以合成2-乙基(丁基、苄基)间苯二酚.

关 键 词:4  6-二叔丁基间苯二酚  2-异丙基-4  6-二叔丁基间苯二酚  2-异丙基间苯二酚  酸性离子交换树脂  溴代异丙烷

Synthesis of 2-Substituted Resorcinols
LI Bin,ZHANG Tian-yong,CHI Li-feng,XIA Wen-juan.Synthesis of 2-Substituted Resorcinols[J].Journal of Tianjin University(Science and Technology),2008,41(8):1005-1009.
Authors:LI Bin  ZHANG Tian-yong  CHI Li-feng  XIA Wen-juan
Institution:( School of Chemical Engineering and Technology , TianjinUniversity, Tianjin300072, China)
Abstract:The synthetic technology of an important organic intermediate 2-isopropyl-1,3-dihydroxybenzene (PDHB) with t-butyl alcohol (TBA)and 1,3-dihydroxybenzene (DHB)was improved. PDHB was prepared from DHB by a three-step reaction including di-t-butylation, isopropylation and de-t-butylation. First,4,6-di-t-butyl-1,3- dihydroxybenzene (BDHB) was prepared through alkylation of DHB by TBA at 65-70 ℃ in the presence of acidic ion-exchanged resin (commercial name NKC-9)as the catalysts, and the yield and purity was 85.8% and 98.77%, respectively. Then, BDHB reacted with 2-bromo propane for 5-6 h at 70 ℃ in aqueous alkali to produce 2-isopropyl- 4, 6-di-t-butyl-1,3-dihydroxybenzene (PBDHB)with 61.6% yield and 96.53% purity. Finally ,by means of de-t- butylation,PDHB was catalyzed in the presence of H2SO4 in dichlorotoluene as a solvent. The yield and purity of PDHB was 76.7% and 96.14%,respectively. PDHB of high yield and purity can be prepared by the improved technology, and 2-ethyl (butyl, benzyl ) resorcinols can also be prepared by the similar routes.
Keywords:4  6-di-t-butyl- 1  3-dihydroxybenzene  2-isopropyl-4  6-di-t-butyl- 1  3-dihydroxybenzene  2-isopropyl- 1  3-dihydroxybenzene  acidic ion-exchanged resin  2-bromo propane
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