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公开(公告)号:JPH10120655A
公开(公告)日:1998-05-12
申请号:JP28063196
申请日:1996-10-23
申请人: DAISO CO LTD
发明人: MURAI SHINJI , CHATANI NAOTO , KAKIUCHI FUMITOSHI , IE HIROTAKA
IPC分类号: C07D239/26 , C07D213/16 , C07D401/06 , C07D405/04 , C07D409/04
摘要: PROBLEM TO BE SOLVED: To efficiently obtain an aromatic ketone by reaction of a specific aromatic compound with carbon monoxide and an olefin compound in the presence of a transition metal catalyst to effect direct carbonylation of the carbon- hydrogen bond of the aromatic ring in a site-selective way. SOLUTION: This aromatic ketone of formula IV or formula V, which is useful for e.g. organic industrial products, medicines, is obtained by reaction of an aromatic compound of formula I [R is 2- or 4-pyrimidinyl; R and R are each H, an alkyl, an alkoxy, etc., or may be joined together to form an aromatic ring when they are adjacent to each other; however, H is bound to at least one carbon atom adjacent to the carbon atom bound to R (or R ' shown below)] or formula II [R ' is R (with a substituent on the ring) or 2- pyridyl (with a substituent on the ring); X is O, S, etc.] with carbon monoxide and an olefin compound of formula III (R is H or an alkyl) in the presence of a transition metal catalyst (e.g. a ruthenium compound).
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公开(公告)号:JPH1087623A
公开(公告)日:1998-04-07
申请号:JP24168596
申请日:1996-09-12
申请人: DAISO CO LTD
发明人: MURAI SHINJI , CHATANI NAOTO , KAKIUCHI FUMITOSHI , IE HIROTAKA
IPC分类号: C07D213/50 , B01J31/20 , C07B41/06 , C07B61/00
摘要: PROBLEM TO BE SOLVED: To produce an aromatic ketone in which an aromatic ring is position- selectively acylated by reacting an aromatic compound substituted with a nitrogen-containing heterocycle with carbon monoxide and olefins. SOLUTION: A compound of the formula III or IV, e.g. 1-[2-(2-pyridinyl) phenyl]-1-propanone is obtained by reacting a compound of the formula I (R is 2-pyridyl; R and R are each H, an alkyl, an alkoxycarbonyl, etc.) with carbon monoxide and a compound of the formula II (R is H or an alkyl). The reaction is performed under 1-10atm of charging pressure in using ethylene as the olefins, or using 1-5 equivalent of an olefin other than ethylene to the compound of the formula I, under 5-50atm carbon monoxide pressure at 140-200 deg.C. By the method, an efficient direct carbonylation passing through cutting a C-H bond of an aromatic ring in the formula I can be performed and a compound useful as various organic industrial products, a medicine, agrochemicals, a flavor, a polymer product, etc., or as an intermediate can be obtained in a high yield.
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