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whb265金虫 (小有名气)
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[求助]
求助Boc亚胺的合成方法
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求助Boc亚胺的合成方法 |
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whb265
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2楼2010-10-26 18:42:01
121918051
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3楼2010-10-27 09:29:56
121918051
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4楼2010-10-27 12:47:45
whb265
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5楼2010-10-29 09:28:39
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【答案】应助回帖
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两步做：先合成氨基亚砜类化合物，第二部用碳酸钾催化脱去亚磺酸集团。一 A 500-mL flask was charged with tert-butyl carbamate (10.0 g, 85.5 mmol, 1.00 equiv) and benzenesulfinic acid sodium salt (28 g, 170 mmol, 2.0 equiv). Solids were suspended in a solution of methanol in water (1:2, 250 mL). Benzaldehyde (13.0 mL, 128 mmol, 1.50 equiv) was then added in one portion, followed by formic acid (98%, 6.4 mL). The reaction was allowed to stir 48 h at 23 °C, during which time the product precipitated as a white solid. which was isolated via Büchner funnel filtration and purified via trituration with water and diethyl ether. After drying in vacuo, 7a was obtained as a white solid (23.6 g, 80%).二 A 250-mL, 3-neck flask was charged with anhydrous potassium carbonate (12.4 g, 90.0 mmol, 6.00 equiv) and anhydrous sodium sulfate (15 g). The solids were placed under vacuum and flame-dried. Once cool, 7a (5.2 g, 15 mmol, 1.0 equiv) was added under a positive stream of nitrogen, followed by anhydrous tetrahydrofuran (140 mL). The flask was capped with a water-cooled reflux condenser under an atmosphere of nitrogen and heated to reflux with stirring. After 15 h, the reaction was cooled to ambient temperature and the solids removed via filtration through a fine, glass frit. The filtrate was concentrated in vacuo and dried under high vacuum to give imine as a colorless oil |
6楼2010-11-08 20:24:51
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7楼2010-11-08 20:26:23
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8楼2010-11-08 20:28:11
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