L(+)2-TROPINONE
L(+)2-TROPINONE
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L( )2-托品酮
DOI：
10.1021/ja01555a062
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发表时间：
1958
影响因子：
15
通讯作者：
S. Archer
中科院分区：
文献类型：
--
作者：
M. Bell;S. Archer
我们希望报告l（+）2-托品酮的合成，它是生物碱薯蓣碱的关键降解产物。1 L-盐酸钴2水解为爱贡碱，再用三氯氧磷处理，得到未分离的脱水爱贡碱酰氯。3.冷氨水将氯化物转化为1（-）-脱水-芽子碱酰胺，mp 142.5-145，[a] 25 D-51.2（1%在H中，0）。肛门。对于C6 H1 N2 O计算：C，65.03; H，8.49; N，16.86。实测值：C，65.27; H，8.35; N，16.66）。4用次氯酸钠在甲醇水溶液中处理酰胺，然后酸水解，得到1（+）2-托品酮，bp 60-61（0.55 mm.），MP CA 27，[a] 30 D + 23.0（1.6%，在H2O中）{anal. C8 H13 NO的计算值：C，69.03; H，
Sir: We wish to report the synthesis of l (+) 2-tropin-one, a key degradation product of the alkaloid dioscorine. 1 L-Cocaine hydrochloride2 was hydrolyzed to ecgonine, which in turn was treated with phosphorus oxychloride to produce the unisolated acid chloride of anhydroecgonine. 3 Cold aqueous ammonia converted the chloride to l (—)-anhydro-ecgonine amide, mp 142.5-145,[a] 25D—51.2 (1% in H, 0).{Anal. Caled, for CeHuN20: C, 65.03; H, 8.49; N, 16.86. Found: C, 65.27; H, 8.35; N, 16.66). 4 Treatment of the amide with sodium hypochlorite in aqueous methanol and then acid hydrolysis furnished l (+) 2-tropinone, bp 60-61 (0.55 mm.), mp ca. 27,[a] 30D+ 23.0 (1.6% in H20){anal. Caled, for C8Hi3NO: C, 69.03; H,