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鍙戠儳鏈熼棿锛屽浣曞湪瀹跺揩閫熻嚜鍒跺竷娲涜姮锛熸墜鎶婃墜鏁欏

1. Introduction

鏈€杩戞垜鏈嬪弸鍦堥噷瓒婃潵瓒婂鐨勪汉寮€濮嬪彂鐑1]锛岃繖鏃跺ぇ瀹舵湁蹇呰閲囩敤閫€鐑ц嵂鍝佽繘琛岄檷娓2]銆傚父瑙佺殑閫€鐑ц嵂鍖呮嫭甯冩礇鑺?/strong>銆?strong>瀵逛箼閰版皑鍩洪厷銆?strong>涔欓叞姘存潹閰?/strong>绛塠3]銆?/p>

鍥?. 涓夌甯歌閫€鐑ц嵂鐨勭粨鏋勫紡. (a)甯冩礇鑺? (b)鎵戠儹鎭棝, 鍗冲涔欓叞姘ㄥ熀閰? (c)闃垮徃鍖规灄, 鍗充箼閰版按鏉ㄩ吀.

濂堜綍杩戞湡閫€鐑ц嵂鐭己[4]锛岃澶氭湅鍙嬩拱涓嶅埌鑽紝鏈変汉鐢氳嚦钀岀敓鍑轰簡鍦ㄥ鑷埗閫€鐑ц嵂鐨勫ぇ鑳嗘兂娉曪紒涓嶈繃浠庣瀛︾殑瑙掑害璁诧紝杩欏苟闈炰笉鍙疄鐜帮紒

濡傛灉浣犲湪灏忓浜屽勾绾у杩囦竴浜涘寲瀛︾煡璇嗭紝鎴戜滑涔熷彲浠ュ埄鐢ㄥ父瑙佺殑鍘熸枡鍜岃澶囷紝鍦ㄥ鑷鍒跺涓€浜涢€€鐑ц嵂銆?/p>

涓嬮潰鎴戜滑灏嗕负澶у鎺ㄨ崘涓€绉?strong>甯冩礇鑺殑鍚堟垚璺緞锛屽ぇ瀹跺彲浠ュ涔犱竴涓嬨€傚鏋滀綘瑙夊緱鐑ф湁浣欏姏锛屼笉瑕佽汉搴婁笂鎹傜潃琚瓙纭墰锛岃捣鏉ュ姩涓€鍔ㄣ€?/p>

2. Materials and methods

甯冩礇鑺槸涓€绉嶈В鐑晣鐥涚殑闈炵斁浣撴姉鐐庤嵂锛屾棦鏄晢鍝佸悕锛屼篃鏄湁鏁堟垚鍒嗙殑鍖栧鍚嶃€傚畠鏄竴绉嶅悕涓?strong>ibuprofen鐨勫垎瀛愶紝涓枃鍚?strong>2-(4-寮備竵鍩鸿嫰鍩?-涓欓吀锛岀畝绉?strong>瀵瑰紓涓佸熀鑻笝閰?/strong>[5]銆?/p>

鍥?. 甯冩礇鑺垎瀛愭ā鍨嬩互鍙婅嵂鍝佸寘瑁?/i>

铏界劧鑽洅涓婄殑灏忕孩浜哄Э鍔垮鏉傦紝浣嗚繖涓垎瀛愬叾瀹炲緢绠€鍗曪紒涓棿涓€涓?strong>鑻?/strong>锛屽乏杈逛竴涓?strong>寮備竵鍩?/strong>锛屽彸杈逛竴涓?strong>灏忎笝閰?/strong>锛屾病浜嗐€傝繖鐜╂剰鐨勫悎鎴愯繃绋嬶紝鍑轰釜鏈夋満鍖栧鏈熸湯澶ч閮藉珜瀹规槗浜嗐€?/p>

2.1聽Preliminary

濡傛灉浣犳濂戒粠浜嬮姘磋涓氱殑璇濓紝閭d綘瀹跺悗闄㈤噷鍙兘浼氬父澶囨湁寮備竵鑻€?/strong>姣曠珶寮備竵鑻湁妯辨鑸殑棣欑敎鍛筹紝鏄姘寸殑甯歌鍘熸枡銆傝繖鏍蜂綘灏卞彲浠ョ洿鎺ヤ粠寮備竵鑻悎鎴愬竷娲涜姮浜哰6]锛岄潪甯告柟渚匡紝姣斿叾瀹冨彂鐑х殑鏈嬪弸鍗犳嵁浜嗗厛鍙戜紭鍔匡紒

鍥?. 寮備竵鑻垎瀛愮粨鏋勫強鑽搧绀烘剰鍥?/i>

瑕佹槸浣犲湪瀹堕噷娌℃壘鍒板紓涓佽嫰锛屼篃瀹屽叏涓嶇敤鎷呭績锛?strong>鎴戜滑灏卞鍑犳锛屼粠鑻紑濮嬪悎鎴愬紓涓佽嫰銆?/strong>

鏈夌殑鏈嬪弸璇达紝閭f垜瀹朵篃娌℃湁鑻晩锛?/strong>涔熶笉鐢ㄦ媴蹇冿紝鎴戜滑灏卞厛鍚堟垚鑻紒鑻彲浠ヤ粠鐓ょ劍娌逛腑鍒嗙鍑烘潵[7]锛岀叅鐒︽补鍙互閫氳繃鐤媯鎶界儫寰楀埌銆?/p>

鏈夌殑鏈嬪弸璇达紝绛夋垜鎶藉畬杩欎箞澶氱儫锛屽彂涓嶅彂鐑у鎴戝簲璇ュ凡缁忎笉閲嶈浜嗏€?/strong>閭f垜浠彲浠ュ啀鎹釜鎬濊矾锛岄€氳繃鐭宠剳娌圭殑鍌寲閲嶆暣寰楀埌鑻€?/p>

棣栧厛閭€璇蜂綘鍦ㄧ偧娌瑰巶宸ヤ綔鐨勫摜浠粰浣犻棯閫佷竴涓婊$簿鍒剁煶鑴戞补鐨勎?600脳13524脳24鐨勫崸寮忕綈锛岃繖鏍峰師鏂欑粷瀵瑰鐢ㄤ簡銆傚啀鎵句綘鐨勯搧鍖犲摜浠墦閫?涓€愰珮鍘嬪弽搴斿櫒锛屽鏋滄病鏈夌殑璇濆彲浠ョ敤楂樺帇閿呬唬鏇裤€傛渶鍚庢壘浣犵殑鍖栧鍗氬+鍝ヤ滑鎼炰竴浜涙哀鍖栭摑-閾傞摷鍌寲鍓傘€?/p>

涓囦簨淇卞锛屾姇鏂欏紑杞?/strong>锛佺煶鑴戞补鍦ㄩ攨閲屽彂鐢?strong>鍌寲閲嶆暣鍙嶅簲锛屽彲浠ュ緱鍒拌嫰銆佺敳鑻€佷簩鐢茶嫰绛夎姵鐑冦€傝繖涔熸槸鐭虫补鐐煎寲琛屼笟鍒跺鑻殑涓€绉嶄富娴佹柟娉曘€?/p>

鍥?. 鍌寲閲嶆暣宸ヨ壓娴佺▼鍥?/i>

缁嗚妭鍐冲畾鎴愯触锛屾搷浣滄椂瑕佹敞鎰忎互涓嬪嚑鐐癸細锛?锛夐噸鏁村弽搴旈渶瑕?00掳C浠ヤ笂锛屾墍浠ョ伓鍙伴噷璁板緱澶氭坊鐐规煷锛岀伀瑕佺儳寰楁椇锛涳紙2锛夊悗缁垎绂讳骇鍝侀渶瑕?0绫抽珮鐨勭簿棣忓锛屾埧瀛愮殑鎸戦珮瑕佺暀鍑虹┖闂达紝瀹跺叿涔熸渶濂芥惉绌轰竴鐐癸紱锛?锛夐噸鏁翠骇鐢熺殑姘㈡皵涓嶈闅忔墜涓㈠瀮鍦炬《锛屽彲浠ユ敹闆嗚捣鏉ョ敓鐏倰鑿滐紝鐕冪儳鍚庣敓鎴愮殑姘磋繕鍙互椤轰究鐓叉堡锛岀幆淇濆張濂藉枬銆?/p>

鏈夌殑鏈嬪弸璇存垜瀹舵病鏈夌煶鑴戞补鍟娾€︹€﹂偅浣犱篃鍙互鐢ㄧ敳鑻鍖栧埗鑻紝鎴栬€呬箼鐐斾笁鑱氬埗鑻€傛柟娉曞緢澶氾紝浣犲閲屾€诲緱鏈夌偣涓滆タ鍚с€?/p>

2.2 Synthesis

鏈変簡鑻箣鍚庡氨鍙互寮€骞蹭簡锛?strong>鏈変簺鍚屽涓€鐪嬪埌鑻紝灏变細涓嶇敱鑷富鍦颁娇鐢ㄥ倕鍏嬬兎鍩哄寲鏉ュ緱鍒板紓涓佽嫰銆?/strong>

鍥?. 鑻拰姘唬寮備竵鑻殑鍌呭厠鐑峰熀鍖?/i>

浣嗚繖涓柟娉曞鏄撳嚭鐜板垎瀛愬唴閲嶆帓锛屼粠鑰屽緱鍒颁綘骞朵笉鎯宠鐨勫壇浜х墿浠蹭竵鑻?/strong>[8]锛岀劧鍚庡氨搴熶簡銆?/p>

鍥?. 鍌呭厠鐑峰熀鍖栫殑鍒嗗瓙閲嶆帓

姣旇緝濂界殑鍋氭硶鏄潪甯稿埡婵€鍦颁娇鐢ㄨ嫰鍜屽紓涓侀叞姘湪AlCl3浣滅敤涓嬪倕鍏嬮叞鍩哄寲锛屽緱鍒拌嫰鍩哄紓涓欏熀閰€?/strong>寮備竵閰版隘澶у瀹堕噷鍙兘閮芥湁锛屼絾濡傛灉浣犲娌℃湁AlCl3鐨勮瘽锛屽彲浠ョ敤鐩愰吀鎶婁綘浠鐨勯摑閿呮憾瑙f帀銆傜洂閰镐篃鏄撳緱锛屽彲浠ヤ拱娲佸帟鐏碉紝鎴栬€呴€氳繃鎻愬彇瀹ゅ弸鍛曞悙鐨勮儍閰稿緱鍒般€?/p>

鍥?. 鑻拰寮備竵閰版隘鐨勫倕鍏嬮叞鍩哄寲

杩欐鍙嶅簲娌″暐闅惧害锛屼絾杩樻槸璁板緱閭e彞璇濓紝缁嗚妭鍐冲畾鎴愯触銆傚倕鍏嬮叞鍩哄寲鍙嶅簲涓嶈兘鏈夋按锛屾墜涓€瀹氳寰楄鎿﹀共涓€浜涖€?/p>

涓嬩竴姝ユ槸鎶婇叜杩樺師锛岄渶瑕佽偧銆?strong>濡傛灉浣犲閲屾伆濂芥湁鐏閭e氨濂藉姙浜嗭紝鍙互鍙栦竴浜涚伀绠殑鐕冩枡鑲硷紝杩涜濡欒叮妯敓鐨勬矁灏斿か-鍑儨绾?榛勯福榫欒繕鍘熷弽搴斻€?/strong>婧跺墏涔熷緢绠€鍗曪紝灏辩敤鍜变滑鏃ュ父鐢ㄧ殑寮€濉為湶涓殑鐢樻补鍜屽仛纰辨按闈㈠寘鐢ㄧ殑鐑х⒈灏辫銆?/p>

鍥?. 鑻熀寮備笝鍩洪叜鐨勬矁灏斿か-鍑儨绾?榛勯福榫欒繕鍘?/i>

濡傛灉浣犲娌℃湁鐏锛屽綋鐒舵湁鐐瑰彲鎯滐紝浣嗕篃鍙互閫€鑰屾眰鍏舵閫夌敤鍏嬭幈闂ㄦ.杩樺師娉曘€?/strong>鍙渶瑕佷竴鐐归攲姹炲悎閲戝拰鐩愰吀灏卞彲浠ヤ簡銆?/p>

鍥?.聽鑻熀寮備笝鍩洪叜鐨勫厠鑾遍棬妫繕鍘?/i>

鑷虫浣犲凡缁忔垚鍔熷緱鍒颁簡寮備竵鍩鸿嫰銆傚鏋滀綘宸茬粡鐑ц捣鏉ヤ簡锛屾拺浣忥紒鑳滃埄鍦ㄦ湜锛屽氨杩樺樊涓夋灏卞彲浠ュ緱鍒板竷娲涜姮浜嗐€?/p>

鍥?0. 寮備竵鑻埗澶囧竷娲涜姮杩囩▼

绗竴姝ユ垜浠鎵穻鎵堝湴浣跨敤寮備竵鍩鸿嫰鍜屼箼閰搁厫鍙嶅簲寰楀埌寮備竵鍩鸿嫰涔欓叜銆?/strong>涔欓吀閰愬彲浠ョ敤鍘ㄦ埧閲岀殑閱嬪拰浜旀哀鍖栦簩纾疯劚姘村埗澶囷紝鏄撳緱銆傝繖涓€姝ラ毦鍦ㄦ憾鍓傛槸姘㈡盁閰革紝鑵愯殌鎬ф瀬寮猴紝鎵嬪鐪肩僵鍙g僵涓€瀹氭埓濂姐€?/p>

绗簩姝ユ垜浠悢棣栧紕濮垮湴灏嗗紓涓佸熀鑻箼閰敤鍏板凹闀嶅偓鍖栨阿鍖栵紝杩樺師鎴愰唶銆?/strong>濡傛灉涔嬪墠浣犳槸鑷繁鍔ㄦ墜鍌寲閲嶆暣鍒跺鐨勮嫰锛岃繖鏃跺氨鏈夌幇鎴愮殑姘㈡皵鍙互鐢ㄤ簡锛岄潪甯告柟渚裤€?/p>

鏈€鍚庝竴姝ユ垜浠笉鐢辫嚜涓诲湴鍦ㄩ挴鍌寲涓嬪姞鍏ヤ竴姘у寲纰冲弽搴旓紝灏卞彲浠ュ緱鍒板竷娲涜姮浜嗭紒鏈€濂界敤鍘ㄦ埧鐨勬娊娌圭儫鏈烘墦閫犱竴涓€氶鍘紝闃叉涓€姘у寲纰充腑姣掓垨鑰呯垎鐐搞€?/p>

杩欑鏂规硶鍙獴oots-Hoechst-Celanese鍚堟垚娉昜9]锛屾槸鐩墠宸ヤ笟鐣屽嚑涔庢渶楂樻晥鐨勩€傚鏋滀綘浠庤嫰寮€濮嬪悎鎴愶紝澶ф瑕佷笁澶╋紝宸笉澶氬悎鎴愬嚭鏉ヤ篃灏遍€€鐑т簡銆?/p>

浣嗗鏋滀綘鍦ㄥ墠涓€闃靛瓙鐨勫洡璐ф疆涓伆濂藉洡浜嗗紓涓佸熀鑻紝閭e氨鑳藉揩浜轰竴姝ワ紝澶ф涓€澶╁氨鑳藉緱鍒板竷娲涜姮锛岃繕鏉ュ緱鍙婁翰鎵嬫不娌昏嚜宸便€?/strong>

杩欎釜鍚堟垚璺嚎鐨勫師瀛愬埄鐢ㄧ巼澶ф80%銆傝€屼笖鏈€鍚庝袱姝ラ兘鏄噾灞炲偓鍖栧墏鍙嶅簲锛岀瓑浣犱笅娆″啀鍙戠儳浜嗭紝鍌寲鍓備篃鍙互閲嶅鍒╃敤銆傚鏋滀綘鍚冭嵂涔嬪墠涓嶆斁蹇冭嚜宸辩殑鍚堟垚鎶€鏈紝鍙互鍘绘墦涓牳纾佺湅绾害锛屽竷娲涜姮鐨勬牳纾佸浘鎴戞斁鍦ㄨ繖閲孾10]锛屼緵澶у瀵圭収銆傛垜浠竴瀹氳鍚冨緱瀹夊績锛岀儳寰楁斁蹇冦€?/p>

鍥?1. 甯冩礇鑺殑H-NMR璋卞浘

3. Conclusions and聽prospects

濡傛灉浣犳兂鎸戞垬鑷繁鐨勫姩鎵嬭兘鍔涳紝鎴栬€呯尞鐖卞績甯姪浣犵殑宸﹂偦鍙宠垗锛岃繖閲岃繕鏈変袱鏉¤矾寰勫彲渚涘ぇ瀹堕€夋嫨銆?/p>

涓€绉嶆槸鍙戠幇甯冩礇鑺嵂鏁堢殑Boots鍏徃鏈€鏃╃殑鍚堟垚娉昜11]銆傛楠ゆ瘮杈冨锛屽鏋滀綘鍙戠儳鍒氬ソ鎶婅剳瀛愮儳寰楀鏈夋満鍖栧姣旇緝鍏村锛屽彲浠ヨ€冭檻銆?/p>

鍥?2. Boots娉曞悎鎴愬竷娲涜姮

鍙︿竴绉嶇敤鍒板ぇ瀹堕兘寰堢啛鎮夌殑鏍兼皬璇曞墏[12]锛屾渶澶х殑闅剧偣灏辨槸瑕佸湪鏃犳按鏉′欢涓嬭繘琛岋紝鐜板湪姝eソ鍐骞茬嚗锛屼篃鏄瘮杈冮€傚悎鐨勩€?/p>

鍥?3. 鏍煎紡璇曞墏娉曞悎鎴愬竷娲涜姮

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Acknowledgements

鎰熻阿Marc鑰佸笀鍙婂叾甯堥棬鍏勫紵濮愬瀵规湰鏂囩殑甯姪鍜屽惎鍙戯紒

References

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[2] 鍖椾含鍗仴濮? http://wjw.beijing.gov.cn/wjwh/ztzl/xxgzbd/gzbdzcfg/202212/t20221207_2872708.html

[3]聽Sullivan, Janice E., Henry C. Farrar, Section on Clinical Pharmacology and Therapeutics, and Committee on Drugs. "Fever and antipyretic use in children."聽Pediatrics聽127, no. 3 (2011): e20103852.

[4] 鐜悆鏃舵姤. 涓哄暐閫€鐑ц嵂缂鸿揣锛熷巶瀹剁粰鍑鸿繖涓師鍥燵WX]. 2022.12.18. https://mp.weixin.qq.com/s/e2KGOcwoQ9i33OkG7PpT3A

[5]聽https://en.wikipedia.org/wiki/Ibuprofen

[6]聽Ahmadi, Abbas, Marzie Daniali, Sara Kazemi, Samira Azami, and Noshin Alizade. "Synthesis of ibuprofen with modified and economical process as an NSAID drug."Journal of Applied Chemical Research8, no. 3 (2014): 91-95.

[7]聽Mansfield, Charles Blachford. "Untersuchung des steinkohlentheers."聽Justus Liebigs Annalen der Chemie聽69.2 (1849): 162-180.

[8]聽https://www.sciencesnail.com/science/synthesis-of-ibuprofen-from-benzene

[9]聽Elango, Varadaraj, Mark Alan Murphy, Brad Lee Smith, Kenneth G. Davenport, Graham N. Mott, and Gary L. Moss. 1991. Process for producing ibuprofen. European Union EP0284310B1, filed March 18, 1988, and issued September 11, 1991. https://patents.google.com/patent/EP0284310B1/en.

[10]聽Mizrahi, Boaz, and Abraham J. Domb. "Anhydride prodrug of ibuprofen and acrylic polymers."Aaps Pharmscitech10, no. 2 (2009): 453-458.

[11]聽Ha, Min-Woo, and Seung-Mann Paek. "Recent Advances in the Synthesis of Ibuprofen and Naproxen."Molecules26, no. 16 (2021): 4792.

[12]聽Kjonaas, Richard A., Peggy E. Williams, David A. Counce, and Lindsey R. Crawley. "Synthesis of ibuprofen in the introductory organic laboratory."Journal of Chemical Education88, no. 6 (2011): 825-828.

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