问题：求教：如何溴化邻苯二甲醚？
类型：求助 (悬赏分:3分)
提问：yytsnake
等级：▲▲▲▲
版块：有机化学问题(jimuwei,fpcwin1211,netpanda,yjgzfl,Ftian,)
信誉：100%
回复：4
阅读：853
时间：2006-01-03 11:41:01 编辑加入/取消收藏订制/取消短消息举报该贴

想用邻苯二甲醚制备4，5-二溴邻苯二甲醚，不知如何操作。哪位大侠能指点一下？多谢了！

回复人：Ftian,★★ (资料请发到我的邮箱里，这里封纳米盘。) 时间：2006-01-03 14:01:34 编辑

1楼

1,2 dibromo-4,5-dimethoxybenzene: 1,2-Dimethoxybenzene (16.14g, 117 mmol) and iodine (0.63g, 2.5 mmol) were added to dichloromethane (315 mL) with stirring. Bromine (15 mL, 46.78g, 296 mmol) was added at a rate of roughly 1 drop a second. The mixture changed from purple to yellow-brown through the course of the reaction. After addition of the Br2 was complete the reaction was stirred an additional 3 hours. Volatiles were removed under vacuum and the resulting solid was dissolved in hot isopropanol (315 mL). The solution was cooled (-20 C) for 24 hours. The resulting solid was isolated by filtration and dried under vacuum to produce colorless needles (34.43g, 116 mmol, 99.5% yield). 1H NMR (C6D6, 200 MHz): δ 6.77 (s, 2H), 3.02 (s, 6H).
16.14g(117mmol)邻苯二甲醚和0.63g(2.5mmol)的碘溶于300mL二氯甲烷，搅拌。滴加溴15mL(46.78g,296mmol)，保持速度大约1滴/秒。反应过程中，溶液颜色由紫变棕黄。滴完溴后，继续搅拌3小时。将易挥发物减压除去，将所得固体溶于315mL的热的异丙醇中。将溶液冷至-20度24小时。过滤，减压抽滤得无色针状晶体（34.43g,116mmol,99.5%)。1H NMR (C6D6, 200 MHz): δ 6.77 (s, 2H), 3.02 (s, 6H).
碘在这里做催化剂。这篇是四面体快报的文章，应该不难重复。
够意思吧。别忘给我加分哦。

回复人：yytsnake,▲▲▲▲ (chemistry) 时间：2006-01-03 15:22:32 编辑	2楼
多谢Ftian大侠，已经加分了。

回复人：Ftian,★★ (资料请发到我的邮箱里，这里封纳米盘。) 时间：2006-01-10 20:19:13 编辑	3楼
1 Tetrahedron Letters, 45(37), 6851-6853; 2004 2 Eur. Pat. Appl., 352182, 24 Jan 1990

回复人：yytsnake,▲▲▲▲ (chemistry) 时间：2006-01-11 11:09:06 编辑	4楼
多谢FTIAN！

得分人：Ftian-3,

问题讨论没有结束...

您尚未进入本论坛,登录之后才可以回贴

5msec