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关于使用三卤化硼-甲醇试剂对不饱和酸进行甲基化反应

On methylation of unsaturated acids using boron trihalide-methanol reagents.

作者信息

Klopfenstein W E

出版信息

J Lipid Res. 1971 Nov;12(6):773-6.

PMID:5124542
Abstract

Methanolysis of unsaturated fatty acids and triglycerides was carried out with boron trihalide-methanol reagents of various ages. Boron trichloride-methanol produced esters apparently free from contaminants; boron trifluoride caused some loss of highly unsaturated esters after 90 min at 100 or 120 degrees C in Teflon-lined screw-cap vials and at 120 degrees C in ampoules. The losses were more marked when the reactions were carried out in vinyl-lined screw-cap vials. Noticeable losses did not occur with any of the vessel types when BCl(3)-CH(3)OH was the methylating agent. Long-term studies at 80 degrees C further demonstrated that BCl(3)-CH(3)OH caused less loss of unsaturated acid than did BF(3)-CH(3)OH.

摘要

用不同存放时间的三卤化硼 - 甲醇试剂对不饱和脂肪酸和甘油三酯进行甲醇解。三氯化硼 - 甲醇生成的酯显然没有污染物;在衬有聚四氟乙烯的螺旋盖小瓶中于100或120℃以及在安瓿中于120℃反应90分钟后,三氟化硼会导致一些高度不饱和酯的损失。当在衬有乙烯基的螺旋盖小瓶中进行反应时,损失更为明显。当使用BCl₃ - CH₃OH作为甲基化剂时,在任何一种容器类型中均未出现明显损失。在80℃下的长期研究进一步表明,与BF₃ - CH₃OH相比,BCl₃ - CH₃OH导致的不饱和酸损失更少。

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