Diethyl Ether → 3-Phenoxybenzyl 2-(3-chloro-4-hydroxyphenyl)-2-methylpropyl ether

HRID 1885421

Reaktionsgleichung

Reaktionsgleichung von HRID 1885421
[O:1]([C:8]1[CH:9]=[C:10]([CH:27]=[CH:28][CH:29]=1)[CH2:11][O:12][CH2:13][C:14]([C:17]1[CH:22]=[CH:21][C:20]([O:23]CC)=[C:19]([Cl:26])[CH:18]=1)([CH3:16])[CH3:15])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CCOCC.[OH-].[K+]>CN1CCN(C)C1=O>[O:1]([C:8]1[CH:9]=[C:10]([CH:27]=[CH:28][CH:29]=1)[CH2:11][O:12][CH2:13][C:14]([C:17]1[CH:22]=[CH:21][C:20]([OH:23])=[C:19]([Cl:26])[CH:18]=1)([CH3:16])[CH3:15])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

5

Edukt 3

HCID 3283Diethyl Ether3×HCID 14797Potassium HydroxideHCID 30671833-Chloro-4-ethoxyneophyl 3-phenoxybenzyl ether2×

Produkt 1

HCID 110580703-Phenoxybenzyl 2-(3-chloro-4-hydroxyphenyl)-2-methylpropyl etherAusbeute 50 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 66611,3-Dimethyl-2-imidazolidinoneLösungsmittel

Versuchsvorschrift

With respect to the production of the compound of the formula (II), there is known only a process disclosed in Japanese Patent Application Kokai (Laid-Open) No. 212335/1987. The document discloses a process for producing 3-chloro-4-hydroxyneophyl m-phenoxybenzyl ether [a compound of the formula (II) wherein X1 =Cl and X2 =H] by subjecting 4-ethoxy-3-chloroneophyl m-phenoxybenzyl ether to an ether cleavage reaction. It is specifically a process comprising subjecting 4-ethoxy-3-chloroneophyl m-phenoxybenzyl ether to ether cleavage in N,N'-dimethylimidazolidinone, using excessive potassium hydroxide as an ether cleavage agent. According to the document, 4-hydroxy-3-chloroneophyl m-phenoxybenzyl ether was obtained under the reaction conditions of 150° C. and 18 hours, but the yield was as low as about 50%.

Quellen und Nachweise

ORD-Eintrag
ord-c7043777428243af95a3c81b81006f4a
Quelldatensatz
uspto-grants-1992_09
Patentnummer
US05144083

Verknüpfte Notizen

Wird geladen…