Hydrolysis and Cyclization of Methyl 2-alkynyl-benzoates
碩士 === 高雄醫學院 === 藥學研究所 === 87 === Hydrolysis of methyl 2-(2-arylethynyl)benzoate with lithium hydroxide in methanol gave, after acidification with hydrochloric acid, the corresponding carboxylic acid in 76-93% yields. However, under the same reaction condition, hydrolysis of methyl 2-(2-a...
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| Other Authors: | |
| Format: | Others |
| Language: | zh-TW |
| Published: |
1999
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| Online Access: | http://ndltd.ncl.edu.tw/handle/35722370927964620856 |
| Summary: | 碩士 === 高雄醫學院 === 藥學研究所 === 87 === Hydrolysis of methyl 2-(2-arylethynyl)benzoate with lithium hydroxide in methanol gave, after acidification with hydrochloric acid, the corresponding carboxylic acid in 76-93% yields. However, under the same reaction condition, hydrolysis of methyl 2-(2-alkylethynyl)benzoates gave isocoumarins as the major products. The yields are from 4% to 48%. In some cases, the alkylidene phthalides were also obtained in 12-25%. We have extended this methodology to the hydrolysis of methyl 2-(6-substitued-3(Z)-hexen-1,5-diynyl)benzoate. Only the 3-enynylisocoumarin derivatives were isolated in 5-73% yields. No anticipated benzo[c]isocoumarins was obtained.
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