合成路线:It can be prepared in several different ways:1) The reaction of phthalide (I) with disodium 3-hydroxyphenylacetate (II) at 225 C gives 3-(2-carboxybenzyloxy)phenylacetic acid (III),which is then cyclized with PPE (polyphosphoric ester) at 120 C (1,2).2) The reaction of (III) with refluxing SOCl2 yields the corresponding diacyl chloride (IV),which is then cyclized with AlCl3 in toluene (3).
参考文献标题:
文献作者:Ueno,K.; et al.
参考来源:JP 7639681
合成路线:3) By oxidation of 6,11-dihydro-11-hydroxydibenzo[b]oxepin-3-acetic acid (V) with MnO2 in benzene (4).4) By hydrolytic decarboxylation of ethyl (6,11-dihydro-11-oxodibenzo[b,e]oxepin-3-yl)cyanoacetate (XII) with NaOH in refluxing ethanol (7).5) By hydrolysis of 6,11-dihydro-11-oxodibenzo[b,e]oxepin-3-acetonitrile (XIII) with NaOH as before (2).6) By oxidation of 6,11-dihydrodibenzo[b,e]oxepin-3-acetic acid (XVII) with MnO2 in hot benzene (2).
参考文献标题:
文献作者:Ueno,K.; Kubo,S.
参考来源:JP 7639682
合成路线:3) By oxidation of 6,11-dihydro-11-hydroxydibenzo[b]oxepin-3-acetic acid (V) with MnO2 in benzene (4).4) By hydrolytic decarboxylation of ethyl (6,11-dihydro-11-oxodibenzo[b,e]oxepin-3-yl)cyanoacetate (XII) with NaOH in refluxing ethanol (7).5) By hydrolysis of 6,11-dihydro-11-oxodibenzo[b,e]oxepin-3-acetonitrile (XIII) with NaOH as before (2).6) By oxidation of 6,11-dihydrodibenzo[b,e]oxepin-3-acetic acid (XVII) with MnO2 in hot benzene (2).
参考文献标题:
文献作者:Shimada,S.; Kotake,S.
参考来源:JP 7641373
合成路线:7) The reaction of 6,11-dihydro-11-oxodibenzo[b,e]oxepin-3-acetyl chloride (VI) with CH2N2 gives the corresponding diazoacetyl derivative (VII),which by a Wolff rearrangement with Ag2O and ethanol affords the ethyl ester (VIII).Finally (VIII) is hydrolyzed with NaOH as usual (5).8) The rearrangement of 3-acetyl-6,11-dihydro-11-oxodibenzo[b,e]oxepine (lX) with TlNO3 in ethanol with perchloric acid yields the ester (VIII) (2).9) By rearrangement of (IX) with a solution of sulfur and H2S in concentrated ammonia at 160-70 C in a sealed tube (2).
参考文献标题:
文献作者:Ueno,K.; Kitagawa,M.
参考来源:JP 7639683
合成路线:10) The oxidation of 3-vynyl-6,11-dihydro-11-oxodibenzo[b,e]oxepine (X) with TlNO3 in methanol gives the acetaldehyde derivative (XI),which is finally oxidized with KMnO4.
参考文献标题:
文献作者:Yoshioka,T.; et al.
参考来源:JP 7656482
合成路线:11) The reaction of (6,11-dihydro-11-oxodibenzo[b,e]oxepin-3-yl)-formaldehyde (XIV) with formaldehyde dimethylmercaptal S-oxide (XV) in refluxing THF gives 1-(methylsulfinyl)-1-(methylthio)-2-[3-(6,11-dihydro-11-oxodibenzo[b,e]oxepinyl)]ethylene (XVI),which is then hydrolyzed with HCl in refluxing THF.
参考文献标题:
文献作者:Shimada,S.; Kotake,S.
参考来源:JP 7641374
产品链接: CAS No. 55689-65-1››