CAS: 5891-21-4; 5-Chloropentan-2-One

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5-羟基-2-戊酮置于n,N-二甲基乙酰胺,三光气体系中,用 1,2-二氯乙烷 作为反应溶剂,以97.93 %的收率获得产物5-氯-2-戊酮
参考文献:三光气:一种高效的氯化试剂,用于从 3-乙酰-1-丙醇合成 5-氯-2-戊酮
标题:三光气:一种高效的氯化试剂,用于从 3-乙酰-1-丙醇合成 5-氯-2-戊酮
摘要:5-Chloro-2-Pentanone (5C2P) 及其衍生物广泛应用于医药和农化工业.提出了一种新的催化方法,使用双(三氯甲基)碳酸酯(三光气,Btc)作为有效氯源,将 3-乙酰基-1-丙醇转化为 5C2P.各种定性和定量核磁共振技术(1 H,13 C NMR),特别是一维选择性梯度全相关光谱(sel-Tocsy)和二维异核单量子相关(1 H-13C Hsqc) 被用于该过程.对反应温度,时间,摩尔比,溶剂,引发剂等反应条件进行了优化.实验结果表明,在n,N-二甲基乙酰胺的引发下,1,2-二氯乙烷中80 oc反应2 H后5C2P的产率最高可达97.93%,3-乙酰基-1-丙醇的最佳摩尔比到 Btc 是 1:0.4.提出并证实了反应机理.有趣的是,观测到中间产物 1-(二甲基氨基)乙基碳酰氯,其化学结构同时通过 Sel-Tocsy 和1 H-13 C Hsqc 表征.本研究丰富了制备5C2P的催化反应途径.
DOI:10.1007/s11164-022-04886-4

专利信息

专利号:US-2012302756-A1
优先权日:2010-02-19
标 题 :Process for synthesis of 2-substituted pyrrolidines and piperadines
发明人：LELETI RAJENDER REDDY; LIU YUGANG; PRASHAD MAHAVIR
权利人:LELETI RAJENDER REDDY; LIU YUGANG; PRASHAD MAHAVIR
摘要:The present invention provides a highly efficient, versatile one-step process for asymmetric synthesis of either diastereomer of 2-substituted pyrrolidines from a single starting material with excellent yields and high diastereoselectivety. Also provided is a method for the asymmetric synthesis of both diastereomers of 2-substituted piperidines with good yields and excellent diastereoselectivety. Diasteroselectivity is controlled effectively by choice of reducing agent.

专利号:US-3960896-A
优先权日:1973-05-24
标题:Aryl ketals of polycyclic oxo compounds and processes
发明人：ROSENBERGER MICHAEL; SAUCY GABRIEL
权利人:HOFFMANN LA ROCHE
摘要:The intermediates and processes of this disclosure provide a new stereo-specific total synthesis of steroidal materials having known valuable pharmacological properties. A fundamental feature of this diclosure is the utilization of aryl ketals, preferably phenylenedioxy ketals derived from catechol as protective groups for oxo moieties in the polycyclic intermediates used in the aforesaid total synthesis.

专利号:US-3758509-A
优先权日:1969-05-13
标 题 :Aryl ketals of polycyclic oxo compounds and processes
发明人：ROSENBERGER M; SAUCY G
权利人:HOFFMANN LA ROCHE
摘要:THE INTERMEDIATES AND PROCESSES OF THIS DISCLOSURE PROVIDE A NEW STEREO-SPECIFIC TOTAL SYNTHESIS OF STEROIDAL MATERIALS HAVING KNOWN VALUABLE PHARMACOLOGICAL PROPERTIES. A FUNDAMENTAL FEATURE OF THIS DISCLOSURE IS THE UTILIZATION OF ARYL KETALS, PREFERABLY PHENYLENEDIOXY KETALS DERIVED FROM CATECHOL AS PROTECTIVE GROUPS FOR OXO MOIETIES IN THE POLYCYCLIC INTERMEDIATES USED IN THE AFORESAID TOTAL SYNTHESIS.

专利号:US-3856817-A
优先权日:1969-05-13
标题:Aryl ketals of polycyclic oxo compounds and processes
发明人：ROSENBERGER M; SAUCY G
权利人:HOFFMANN LA ROCHE
摘要:The intermediates and processes of this disclosure provide a new stereo-specific total synthesis of steroidal materials having known valuable pharmacological properties. A fundamental feature of this disclosure is the utilization of aryl ketals, preferably phenylenedioxy ketals derived from catechol as protective groups for oxo moieties in the polycyclic intermediates used in the aforesaid total synthesis.

专利号:US-3950358-A
优先权日:1972-09-14
标 题 :Aryl ketals of 3,7-dihydroxy-11-oxo-dodec-1-ene
发明人：ROSENBERGER MICHAEL; SAUCY GABRIEL
权利人:HOFFMANN LA ROCHE
摘要:The intermediates and processes of this disclosure provide a new stereo-specific total synthesis of steroidal materials having known valuable pharmacological properties. A fundamental feature of this disclosure is the utilization of aryl ketals, preferably phenylenedioxy ketals derived from catechol as protective groups for oxo moieties in the polycyclic intermediates used in the aforesaid total synthesis.

专利号:US-3994926-A
优先权日:1973-05-24
标题:Aryl ketals of polycyclic oxo compounds and processes
发明人：ROSENBERGER MICHAEL; SAUCY GABRIEL
权利人:HOFFMANN LA ROCHE
摘要:The intermediates and processes of this disclosure provide a new stereo-specific total synthesis of steroidal materials having known valuable pharmacological properties. A fundamental feature of this disclosure is the utilization of aryl ketals, preferably phenylenedioxy ketals derived from catechol as protective groups for oxo moieties in the polycyclic intermediates used in the aforesaid total synthesis.