Full metadata record
DC Field | Value | Language |
---|---|---|
dc.contributor.advisor | 유충규 | - |
dc.contributor.author | 朴善惠 | - |
dc.creator | 朴善惠 | - |
dc.date.accessioned | 2016-08-26T03:08:47Z | - |
dc.date.available | 2016-08-26T03:08:47Z | - |
dc.date.issued | 1986 | - |
dc.identifier.other | OAK-000000014985 | - |
dc.identifier.uri | https://dspace.ewha.ac.kr/handle/2015.oak/207225 | - |
dc.identifier.uri | http://dcollection.ewha.ac.kr/jsp/common/DcLoOrgPer.jsp?sItemId=000000014985 | - |
dc.description.abstract | α위치에 알킬기가 치환된 monoterpenone(thujan-3-one, Pinan-3-one, p-menthan-2-one, p -menthan-3-one)을 산촉매하에서 formaldehyde와 반응시켜 hydroxymethyl monoter penone(4β-hydroxymethyl-thujan-3-one (Ⅰ), 2α-hydroxymethyl-pinan-3-one(Ⅱ), 1β-hydroxymethy-p-menthan-2-one (Ⅲ), 1α-hydroxymethy1-p-menthan-2-one(Ⅳ), 4α- hydoxymethy1-p-menthan-3-one(Ⅶ), 4β-hydroxymethyl-p-menthan-3-one(Ⅷ)을 합성했다. 이 반응은 prins반응과 유사한 aldol condensation 이다. 이때의 반응기전은 알칼리촉매하의 반응과 동일함을 알았다. Hydroxymethylation이 일어나는 반응기전은 a-위치에 alkyl기기가 치환된 탄소원자에서 Proton이 탈리하여 먼저 enol 이 regioselective하게 형성되고, formaldehyde는 입체장해가 적은 α-alkyl-substituted ketone에 우선적으로 공격함으로써 hydroxymethylation이 alkyl가 치환된 탄소에서 regioselective 하게 일어났다. 산촉매하에서 monoterpenone과 formaldehyde의 hydroxymethylation은 bicyclic monoterpenone에서는 regio-, stereoselective하게, monocyclic monoterpenone 에서는regioselective 하게 진행된다는 결론을 얻었다.;The synthetic product of hydroxymethyl monoterpenone was afforded by the acid catalyzed reaction between α-alkyl substituted monoterpenone(thujan-3-one, pinan-3-one, p-menthan-2-one, p-menthan-3-one, etc) and formaldehyde. This reactions involve the aldol condensation analogous to the prins reaction. The preferential position of formaldehyde is alkyl substituted α-carbon atom where these enols are regioselectively formed. The hydroxymethylation of monoterpenone was also proved to happen regioselectively in the position of α-alkyl substituted ketone, whose conformation has less steric hindrance. The hydroxymethylation with the bycyclic monoterpenone, whereas regioselectively only with the monocyclic monoterpenone. | - |
dc.description.tableofcontents | 목차 = ⅲ 論文槪要 = ⅶ Ⅰ. 序論 = 1 Ⅱ. 命名法 = 4 Ⅲ. 實驗材料 및 方法 = 7 1. 試藥 및 器機 = 7 2. 實驗方法 = 8 1) 酸觸媒下에서 monoterpenone과 formaldehyde의 一般反應 = 8 2) Hydroxymethyl monoterpenone의 환원 = 13 Ⅳ. 結果 및 考察 = 16 1. 酸觸媒下에서 monoterpenone의 hydroxymethylation = 16 2. Hydroxymethyl monoterpenone의 환원 = 21 3. Hydroxymethylation의 Regioselectivity의 고찰 = 23 Ⅴ. 結論 = 27 參考文獻 = 28 附錄 = 31 ABSTRACT = 37 | - |
dc.format | application/pdf | - |
dc.format.extent | 987780 bytes | - |
dc.language | kor | - |
dc.publisher | 이화여자대학교 대학원 | - |
dc.subject | 산촉매하 | - |
dc.subject | monoterpenone | - |
dc.subject | formaldehyde | - |
dc.subject | 반응 | - |
dc.title | 산촉매하의 monoterpenone과 formaldehyde와의 反應硏究 | - |
dc.type | Master's Thesis | - |
dc.title.translated | (The) acid-catalyzed reacion of monoterpenone with formaldehyde | - |
dc.format.page | vii, 37 p. | - |
dc.identifier.thesisdegree | Master | - |
dc.identifier.major | 대학원 약학과 | - |
dc.date.awarded | 1987. 2 | - |