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元帅123

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大黄蜂

[求助] 3-噻吩甲醛保护后,再有丁基锂拔的是哪个氢

3-噻吩甲醛保护后,再有丁基锂拔的是哪个氢,我想再上个丁基锡,
更好是有文献提示,谢谢

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erjianxin

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元帅123: 金币+1, 博学EPI+1, 有帮助 2012-05-02 15:58:11
2位吧,电子云密度低一些,有利于亲核反应(个人观点)
2楼2012-05-02 13:17:20
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元帅123

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大黄蜂

引用回帖:
2楼: Originally posted by erjianxin at 2012-05-02 13:17:20:
2位吧,电子云密度低一些,有利于亲核反应(个人观点)

额,关键是没不能让人信服啊,3位醛基保护是算是给电子的吧,
多学习也许没人看到,但是自己充实也是一种态度
3楼2012-05-02 15:54:40
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Pd7577

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2位
99 % Stage 1: With n-butyllithium in tetrahydrofuran
Stage 2: in tetrahydrofuran, T= -5 °C
Nurkkala, Lasse J.; Steen, Robert O.; Dunne, Simon J.; Synthesis; nb. 8; (2006); p. 1295 - 1300; Art.No: T12905SS
4楼2012-05-03 12:18:54
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Pd7577

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★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★
元帅123: 金币+10, ★★★★★最佳答案 2012-05-03 15:49:50
元帅123: 金币+9, ★★★★★最佳答案 2012-05-05 08:47:10
To a stirred solution of 15,6 g (0.10 mol) of 2-(3-thienyl)-1,3-dioxolane in 100 ml of anhydrous ether, n-butyl-lithium
(1.48N, in hexane, 74.3 ml) is added dropwise under nitrogen at room temperature.
After being refluxed for 15 minutes, the reaction mixture is cooled to -78.deg. C. and tri-n-butyltin chloride (34.18 g,
0.105 mol) in 100 ml of dry tetrahydrofuran is added dropwise.
After the addition is complete, the mixture is warmed to room temperature and the solvent evaporated.
To the oily residue 100 ml of hexane is added, and the resulting precipitate (LiCl) is filtered off.
The filtrate is evaporated and the residue distilled at reduced pressure, giving 34.16 g (77percent) of the desired product.
With n-butyllithium in tetrahydrofuran, hexane
Patent; American Cyanamid Company; US5869483; (1999); (A1) English

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5楼2012-05-03 12:20:38
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元帅123

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送鲜花一朵
引用回帖:
5楼: Originally posted by Pd7577 at 2012-05-03 12:20:38:
To a stirred solution of 15,6 g (0.10 mol) of 2-(3-thienyl)-1,3-dioxolane in 100 ml of anhydrous ether, n-butyl-lithium
(1.48N, in hexane, 74.3 ml) is added dropwise under nitrogen at room tempera ...

非常感谢
多学习也许没人看到,但是自己充实也是一种态度
6楼2012-05-05 08:47:42
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