问题：我加分,求助合成路线文献
类型：求助 (悬赏分:3分)
提问：isomersyn
等级：▲
版块：有机化学问题(jimuwei,fpcwin1211,netpanda,yjgzfl,Ftian,)
信誉：15%
回复：6
阅读：1006
时间：2007-02-11 23:09:57 编辑加入/取消收藏订制/取消短消息举报该贴

求助H2N-(CH2)4-COOH的合成路线文献,我加分

或给提示!

谢谢

回复人：isomersyn,▲ (试剂销售) 时间：2007-02-11 23:11:02 编辑	1楼
5-AMINOPENTANOIC ACID 660-88-8

回复人：chemindole,▲▲▲▲ (爱化学合成就像猫咪看到鱼) 时间：2007-02-12 11:17:41 编辑	2楼
合成5-氨基戊酸的方法很多。可以从1，4-二氯丁烷，吡啶、N-苄基吡咯烷酮等出发来合成。详细看图片。吡啶氧化，再在酸性下重排得到2-羟基吡啶。2-羟基吡啶和2-吡啶酮是互变异构体。在红外图谱上有一个很强的1750nm羰基吸收峰。 2-羟基吡啶加氢就能很清洁的合成你所需要的2-哌啶酮。

回复人：bbyybb0401,▲ () 时间：2007-02-13 10:51:24 编辑	3楼
w-Amino acids and their lactams. I. Reaction of cyclic ketones with hydroxylamine sulfate in concentrated sulfuric acid. Novotny, Alois. Vysoka skola chem. technol. Pardubice, Czech. Chemicke Listy (1958), 52 718-21. CODEN: CHLSAC ISSN: 0009-2770. Journal language unavailable. CAN 52:77021 AN 1958:77021 CAPLUS 看看这篇文献产率99%

回复人：bbyybb0401,▲ () 时间：2007-02-13 11:04:56 编辑

4楼

Ketones give at room temp. with (NH2OH)2.H2SO4 (I) oximes which dissolve in the liberated H2SO4. In warm concd. H2SO4 oximes of cyclic ketones rearrange giving lactams and w-amino acids in high yields. Isolation of the oxime is unnecessary. Stirring 164 g. finely ground I with 160 g. cyclopentanone until dissolved (8 hrs.), adding with cooling 6 ml. H2O and portionwise 250 g. H2SO4 (d. 1.84) (below 50?, heating a 10-ml. aliquot to 120? adding with cooling the main soln. so that the temp. is within 145-50? keeping at 150?15 min., dilg. the mixt. with 1.2 l. H2O, decolorizing with C, boiling the filtrate 2 hrs., treating with Ba(OH)2 and CO2 as usual, evapg. the filtrate to dryness, and crystg. the crude product from abs. EtOH gives 98-9% d-aminovaleric acid (II), m. 158-9? d-valerolactam (III), b20 148.5-9?(86%). Adding dropwise with stirring and cooling 50 g. 97.7% H2SO4 and 129 g. 60% oleum into a soln. of oxime prepd. from 82 g. I and 98 g. 87% cyclohexanone, rearranging the product in a centrifugal distribution app. heated to 100? and working up as above gives 90% e-caprolactam (IV), b11-12 138-9? e-Aminocaproic acid (V) obtained in 95-7% yield in analogy with II, m. 202-3? When the ketone is added portionwise to a hot soln. of I in H2SO4 and the mixt. worked up as above the yields are 98% II, 86% III, 75-80% IV, and 94% V. Adding dropwise at 112-18?89% cycloheptanone and 10 g. 100% H2SO4 into 4.2 g. 95% I in 5 g. H2SO4 (d. 1.84) and heating the mixt. 10 min. to 119-20?gives 93-4% z-enantholactam, b19 161-3? z-aminoenanthic acid, m. 195-6?(96%). 1-Aza-2-oxocyclohexadecane obtained in 84% yield by adding portionwise at 130-40?2.24 g. molten cyclopentadecanone to 1 g. I in 6.0 g. H2SO4, m. 133-3.4?(EtOH); 15-aminopentadecanoic acid, m. 160-1?(85%).

回复人：isomersyn,▲ (试剂销售) 时间：2007-02-13 20:32:11 编辑	5楼
给3楼加分,祝愿您春节快乐!! 谢谢

回复人：沧海一声笑,★★★ (为国家富强奋斗，为人民疾苦呐喊！) 时间：2007-02-13 20:54:17 编辑	6楼
已经打分了。

得分人：chemindole：2,bbyybb0401：3,

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