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對(duì)醛基苯甲酸進(jìn)行酰氯化反應(yīng)時(shí)醛基需要保護(hù)嗎?

對(duì)醛基苯苯甲酸與氯化亞砜反應(yīng)時(shí),醛基會(huì)不會(huì)也與氯化亞砜發(fā)生副反應(yīng),或?qū)θ┗奖郊姿崤c反應(yīng)生成的對(duì)醛基苯甲酰氯反應(yīng)生產(chǎn)副產(chǎn)物?指老師批教!

咨詢者:劉先生 咨詢時(shí)間:2011-01-07 狀態(tài):已回復(fù)

專家 解答表達(dá)感謝 繼續(xù)咨詢?cè)搯?wèn)題 參與討論

不必保護(hù)(1) Commercially available 4-formylbenzoic acid (5.0 g, 33.3 mmol) was dissolved in a mixture of anhydrous tetrahydrofuran (100 ml) and anhydrous N,N-dimethylformamide (1 ml) and the mixture was cooled with stirring to 0.degree. C. To the resulting mixture was added dropwise oxalyl chloride (3.8 ml, 43.3 mmol). The mixture was stirred at room temperature for 30 minutes and then at 40.degree. C. for 20 minutes. The reaction mixture was concentrated under reduced pressure and then in vacuo to afford 4-formylbenzoyl chloride.
2)有問(wèn)題,請(qǐng)來(lái)電:13651797090

老張

回復(fù): 回復(fù)時(shí)間:2011-01-09

留言 11-01-09 12:09 發(fā)布者:laozhang回復(fù) 參與討論

(1) Commercially available 4-formylbenzoic acid (5.0 g, 33.3 mmol) was dissolved in a mixture of anhydrous tetrahydrofuran (100 ml) and anhydrous N,N-dimethylformamide (1 ml) and the mixture was cooled with stirring to 0.degree. C. To the resulting mixture was added dropwise oxalyl chloride (3.8 ml, 43.3 mmol). The mixture was stirred at room temperature for 30 minutes and then at 40.degree. C. for 20 minutes. The reaction mixture was concentrated under reduced pressure and then in vacuo to afford 4-formylbenzoyl chloride.
如有問(wèn)題,請(qǐng)來(lái)電 13651797090

留言 11-01-09 12:37 發(fā)布者:老張回復(fù) 參與討論

不必保護(hù),參考usp7,572,790
4-Bromo-3-formylbenzoyl chloride

Intermediate 28 (886 mg) and thionyl chloride (4 ml) were heated at reflux under nitrogen for 1 hr. The excess thionyl chloride was evaporated in vacuo and the residue azeotroped with toluene (5 ml.times.3) to give 4bromo-3-formylbenzoyl chloride as a yellow/white solid.

留言 11-01-11 09:20 發(fā)布者:咨詢者回復(fù) 參與討論

謝謝張老師的指導(dǎo)!現(xiàn)試驗(yàn)中發(fā)現(xiàn)有時(shí)隨著反應(yīng)時(shí)間的增加,副產(chǎn)物越來(lái)越多,甚至是原來(lái)已澄清的反應(yīng)液變得不澄清,析出原料,不知是什么原因?

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