论文总字数：19569字

摘 要

氯代苯甘氨酸因其氯代位置不同，分为邻氯、间氯、对氯取代苯甘氨酸，是一类重要的医药等中间体，同时还是合成多肽激素、多种农药的重要中间体, 广泛应用于药物学领域。由于它用途广泛, 合成后的医药产品即可注射又可口服, 所以在医药、农药及精细化工市场前景广阔,因此,探索用多种合成方法制备氯代苯甘氨酸意义重大，具有良好的经济效益和社会效益。

本课题研究为由基础原料对氯苯甲醛和邻氯苯甲醛出发，针对取代基特性分别使用不同工艺来合成目标产物对氯和邻氯苯甘氨酸，此类方法结合了其他制备方法，操作相对方便，无毒无害，收率较高，为类似氨基酸合成研究过程中工艺条件的选择和过程的操作提供了一种值得借鉴的方法。

关键词：合成 氯代苯甘氨酸 氨化

Preparation of chlorobenzene glycine

Abstract

Chlorobenzene glycine chloro its position, divided into ortho chlorine, among chloride, chlorine-substituted benzene glycine, are an important class of pharmaceutical intermediates, synthetic polypeptide hormone is also an important intermediate of pesticide widely applied to the field of medicine. Because of its wide use, after the synthesis of pharmaceutical products to the injection can be administered orally, so in pharmaceuticals, pesticides and fine chemicals market prospects, therefore, to explore the significance of using a variety of synthetic methods for preparing chlorobenzene glycine great, with good economic and social benefits. The research by the basic raw material for chlorobenzaldehyde and o-chlorobenzaldehyde departure, use different processes for the synthesis of substituted Kitt of the target product of chlorine and o-chlorophenyl glycine, combined with other methods such preparation, the operation is relatively easy , non-toxic, high yield, similar to the synthesis of amino acids operating conditions during the selection process and provides a method worth learning.Chlorobenzene glycine chloro its position, divided into ortho chlorine, among chloride, chlorine-substituted benzene glycine, are an important class of pharmaceutical intermediates, synthetic polypeptide hormone is also an important intermediate of pesticide widely applied to the field of medicine. Because of its wide use, after the synthesis of pharmaceutical products to the injection can be administered orally, so in pharmaceuticals, pesticides and fine chemicals market prospects, therefore, to explore the significance of using a variety of synthetic methods for preparing chlorobenzene glycine great, with good economic and social benefits. The research by the basic raw material for chlorobenzaldehyde and o-chlorobenzaldehyde departure, use different processes for the synthesis of substituted Kitt of the target product of chlorine and o-chlorophenyl glycine, combined with other methods such preparation, the operation is relatively easy , non-toxic, high yield, similar to the synthesis of amino acids operating conditions during the selection process and provides a method worth learning.Chlorobenzene glycine chloro its position, divided into ortho chlorine, among chloride, chlorine-substituted benzene glycine, are an important class of pharmaceutical intermediates, synthetic polypeptide hormone is also an important intermediate of pesticide widely applied to the field of medicine. Because of its wide use, after the synthesis of pharmaceutical products to the injection can be administered orally, so in pharmaceuticals, pesticides and fine chemicals market prospects, therefore, to explore the significance of using a variety of synthetic methods for preparing chlorobenzene glycine great, with good economic and social benefits. The research by the basic raw material for chlorobenzaldehyde and o-chlorobenzaldehyde departure, use different processes for the synthesis of substituted Kitt of the target product of chlorine and o-chlorophenyl glycine, combined with other methods such preparation, the operation is relatively easy , non-toxic, high yield, similar to the synthesis of amino acids operating conditions during the selection process and provides a method worth learning.Chlorobenzene glycine chloro its position, divided into ortho chlorine, among chloride, chlorine-substituted benzene glycine, are an important class of pharmaceutical intermediates, synthetic polypeptide hormone is also an important intermediate of pesticide widely applied to the field of medicine. Because of its wide use, after the synthesis of pharmaceutical products to the injection can be administered orally, so in pharmaceuticals, pesticides and fine chemicals market prospects, therefore, to explore the significance of using a variety of synthetic methods for preparing chlorobenzene glycine great, with good economic and social benefits. The research by the basic raw material for chlorobenzaldehyde and o-chlorobenzaldehyde departure, use different processes for the synthesis of substituted Kitt of the target product of chlorine and o-chlorophenyl glycine, combined with other methods such preparation, the operation is relatively easy , non-toxic, high yield, similar to the synthesis of amino acids operating conditions during the selection process and provides a method worth learning.Chlorobenzene glycine chloro its position, divided into ortho chlorine, among chloride, chlorine-substituted benzene glycine, are an important class of pharmaceutical intermediates, synthetic polypeptide hormone is also an important intermediate of pesticide widely applied to the field of medicine. Because of its wide use, after the synthesis of pharmaceutical products to the injection can be administered orally, so in pharmaceuticals, pesticides and fine chemicals market prospects, therefore, to explore the significance of using a variety of synthetic methods for preparing chlorobenzene glycine great, with good economic and social benefits. The research by the basic raw material for chlorobenzaldehyde and o-chlorobenzaldehyde departure, use different processes for the synthesis of substituted Kitt of the target product of chlorine and o-chlorophenyl glycine, combined with other methods such preparation, the operation is relatively easy , non-toxic, high yield, similar to the synthesis of amino acids operating conditions during the selection process and provides a method worth learning.窗体顶端

窗体底端

Chlorophenylglycine can be divided into ortho, meta and para chlorophenylglycine due to the different position.It is an important of pharmaceutical intermediate and raw material of synthetic polypeptide hormone and pesticide being widely applied to the field of medicine. Because of its wide usage and the synthesized pharmaceutical products can be injected and administered orally, it has fine chemicals market prospects in pesticides and pharmaceuticals.Therefore, to explore variety of synthetic methods for preparing chlorobenzene glycine has significantly economic and social benefits.

The research is based on basic raw material for chlorobenzaldehyde and o-chlorobenzaldehyde departure and uses different processes for the synthesis of substituted Kitt of the target product of chlorine and o-chlorophenyl glycine.The method combined with other means is featured on the relatively easy operation , non-toxic and high yield.It provides a method with similar synthesis of amino acids’ selection of conditions and operation of process.

KeyWords:Synthesis;Chlorobenzeneglyci;Ammoniated

目 录

摘 要 I

Abstract II

第一章 前言 1

1.1氯代苯甘氨酸的简介 1

1.2氯代苯甘氨酸的制备 1

1.2.1Strecker合成法 1

1.2.2 相转移催化卡宾合成法 3

1.2.3生物酶转化法 5

1.3氯代苯甘氨酸的应用 6

1.4氯代苯甘氨酸提取和纯化 6

1.5氯代苯甘氨酸的鉴定 6

1.5.1 HPLC简介 6

1.5.2HPLC法原理 7

1.5.3HPLC法操作步骤 7

１.6本课题的实验方法选择 8

第二章 实验材料 9

2.1仪器 9

2.2试剂 10

第三章 分析测定方法 11

3.1HPLC法检测含量 11

3.2微机熔点仪测定氯代苯甘氨酸的熔点 11

3.3 氯代苯甘氨酸比旋度的测定 13

3.4 质量标准 13

第四章 实验步骤与数据 15

4.1 DL-对氯苯甘氨酸粗品的合成 15

4.2 DL-对氯苯甘氨酸的精制 15

4.3 α-溴代邻氯苯乙酸的合成 16

4.3.1第一种方法 16

4.3.2第二种方法 17

4.4 α-溴代邻氯苯乙酸的精制 18

4.5 邻氯代苯甘氨酸的合成 19

4.5.1第一种方法 19

4.5.2第二种方法 19

4.6邻氯苯甘氨酸的精制 20

第五章 结果与讨论 21

5.1 DL-对氯苯甘氨酸合成中，相转移催化剂的选择 21

5.2 DL-对氯苯甘氨酸合成中，反应温度的影响 21

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