公开(公告)号：US3455702A

公开(公告)日：1969-07-15

申请号：US3455702D

申请日：1965-12-27

申请人： FIRMENICH & CIE

发明人： WILLHALM BRUNO ,  THOMAS ALAN FRANCIS

IPC分类号： A23L27/20 ,  C07D307/60 ,  A23L1/26 ,  C07D7/00

CPC分类号： C07D307/60 ,  A23L27/2052

公开(公告)号：US3654309A

公开(公告)日：1972-04-04

申请号：US3654309D

申请日：1968-05-22

申请人： FIRMENICH & CIE

发明人： THOMAS ALAN FRANCIS

IPC分类号： A23L27/20 ,  C07C1/22 ,  C07C1/24 ,  C07C29/14 ,  C07C33/03 ,  C07C43/30 ,  C07C45/00 ,  C07C45/51 ,  C07C47/20 ,  C07C47/21 ,  C07C47/225 ,  C07D307/34 ,  C07D307/36 ,  C07D307/42 ,  C07D307/46 ,  C07D333/22 ,  C11B9/00 ,  C07D63/12 ,  C07D5/16

CPC分类号： C07D307/42 ,  A23L27/201 ,  A23L27/2024 ,  C07B2200/09 ,  C07C1/22 ,  C07C29/14 ,  C07C45/00 ,  C07C45/513 ,  C07C403/14 ,  C07C2601/16 ,  C07C2602/42 ,  C07D307/36 ,  C07D307/46 ,  C07D333/22 ,  C11B9/0015 ,  C11B9/0061 ,  C11B9/0073 ,  C07C47/225 ,  C07C47/21 ,  C07C33/02 ,  C07C33/16

摘要： A PROCESS FOR PREPARATION OF A,B-OLEFINICALLY UNSATURATED CARBONYL COMPOUNDS OF FORMULA

R(-C(-R8)=C(-R6)-CH(-R5)-C(-R3)(-R4)-C(-R2)=C(-R1)-CHO

BY CONDENSING, WITH A CONDENSING AGENT AT 60* TO 400* C., A BUTADIENYL ETHER (OR A SUBSTANCE WHICH GENERATES SUCH ETHER) OF FORMULA

R3-C(-R4)=C(-R2)-C(-R1)=CH-O-Y

WHEREIN Y IS A LINEAR OF BRANCHED C1-C4 ALKYL RADICAL, OR A BENZYL, P-NITROBENZYL OR FURFURYL RADICAL AND R1,R2, R3 AND R4 EACH IS HYDROGEN OR A LINEAR OR BRANCHED C1-C6 ALKYL RADICAL, WITH AN ALLYL ALCOHOL CONTAINING AT LEAST THREE CARBON ATOMS AND AT LEAST FOUR CARBON ATOMS LESS THAN THE END PRODUCT, OF FORMULA

R7-C(-R8)=C(-R6)-CH(-R5)-OH

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