{"title":"6,8-二叔丁基-1,2,3,4，-四氢- 9ah -吡啶[2,1-b]苯并恶唑的开环反应","authors":"G. Fukata, S. Mataka*, M. Tashiro","doi":"10.15017/6525","DOIUrl":null,"url":null,"abstract":"Treatment of 6, 8-di-t-butyl-1, 2, 3, 4-tetrahydro-9aH-pyrido [2, 1-b]benzoxazole (3a) with conc, hydrochloric acid gave 2,4-di-t-butyl-6-piperidino-phenol (4) and 2,4-di-t-butyl-6-(2-oxopiperidino)phenol (5) in 26 and 25% yields. Reaction of 3a with acetic anhydride afforded 2,4-di-t-butyl-6-[1-(1, 2, 3, 4-tetrahydro-5-acetylpyridyl)] phenyl acetate (6) and 6, 8-di-t-butyl-1-acetyl-2, 3, 4, 4a-tetrahydropyrido [2, 1-b] benzoxazole (7) in 41 and 25% yields. Hofmann degradation of the quarternary salts of 3a with methyl and ethyl iodide gave the expected ring-opend [1, 4] oxazonines, 10a and 10b, in 43 and 10% yields, respectively.","PeriodicalId":22886,"journal":{"name":"The reports of Institute of Advanced Material Study Kyushu University","volume":"28 1","pages":"35-39"},"PeriodicalIF":0.0000,"publicationDate":"1988-06-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Ring-opening Reaction of 6,8-Di-t-butyl-1,2,3,4,-tetrahydro-9aH-pyrido〔2,1-b〕benzoxazole\",\"authors\":\"G. Fukata, S. Mataka*, M. Tashiro\",\"doi\":\"10.15017/6525\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"Treatment of 6, 8-di-t-butyl-1, 2, 3, 4-tetrahydro-9aH-pyrido [2, 1-b]benzoxazole (3a) with conc, hydrochloric acid gave 2,4-di-t-butyl-6-piperidino-phenol (4) and 2,4-di-t-butyl-6-(2-oxopiperidino)phenol (5) in 26 and 25% yields. Reaction of 3a with acetic anhydride afforded 2,4-di-t-butyl-6-[1-(1, 2, 3, 4-tetrahydro-5-acetylpyridyl)] phenyl acetate (6) and 6, 8-di-t-butyl-1-acetyl-2, 3, 4, 4a-tetrahydropyrido [2, 1-b] benzoxazole (7) in 41 and 25% yields. Hofmann degradation of the quarternary salts of 3a with methyl and ethyl iodide gave the expected ring-opend [1, 4] oxazonines, 10a and 10b, in 43 and 10% yields, respectively.\",\"PeriodicalId\":22886,\"journal\":{\"name\":\"The reports of Institute of Advanced Material Study Kyushu University\",\"volume\":\"28 1\",\"pages\":\"35-39\"},\"PeriodicalIF\":0.0000,\"publicationDate\":\"1988-06-30\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"The reports of Institute of Advanced Material Study Kyushu University\",\"FirstCategoryId\":\"1085\",\"ListUrlMain\":\"https://doi.org/10.15017/6525\",\"RegionNum\":0,\"RegionCategory\":null,\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"\",\"JCRName\":\"\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"The reports of Institute of Advanced Material Study Kyushu University","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.15017/6525","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
Ring-opening Reaction of 6,8-Di-t-butyl-1,2,3,4,-tetrahydro-9aH-pyrido〔2,1-b〕benzoxazole
Treatment of 6, 8-di-t-butyl-1, 2, 3, 4-tetrahydro-9aH-pyrido [2, 1-b]benzoxazole (3a) with conc, hydrochloric acid gave 2,4-di-t-butyl-6-piperidino-phenol (4) and 2,4-di-t-butyl-6-(2-oxopiperidino)phenol (5) in 26 and 25% yields. Reaction of 3a with acetic anhydride afforded 2,4-di-t-butyl-6-[1-(1, 2, 3, 4-tetrahydro-5-acetylpyridyl)] phenyl acetate (6) and 6, 8-di-t-butyl-1-acetyl-2, 3, 4, 4a-tetrahydropyrido [2, 1-b] benzoxazole (7) in 41 and 25% yields. Hofmann degradation of the quarternary salts of 3a with methyl and ethyl iodide gave the expected ring-opend [1, 4] oxazonines, 10a and 10b, in 43 and 10% yields, respectively.
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