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ChemicalBook CAS DataBase List Methyl 4-(benzyloxy)-5-methoxy-2-nitrobenzoate

Methyl 4-(benzyloxy)-5-methoxy-2-nitrobenzoate synthesis

12synthesis methods
-

Yield: 80%

Reaction Conditions:

with thionyl chloride at 60; for 96 h;Inert atmosphere;

Steps:

6 4-Benzyloxy-3-methoxy-2-nitrobenzoic acid methyl ester (24)
Under argon, at room temperature, to a suspension of (19) (4.0 g, 131 mmol) in absolute methanol (100 mL) was added dropwise thionyl chloride (1.9 mL, 262 mmol). The resulting mixture was stirred at 60°C for 96 hrs then concentrated under reduced pressure until few volume. The residue was allowed to crystallize at -20°C and the solid was collected by filtration affording 4-benzyloxy- (0294) 3-methoxy-2-nitrobenzoic acid methyl ester (24) (3.36 g, 80%) as a white crystal. LCMS CieHisNOe Rt = 6.862 min, ESI+ m/z = 318.9 (M+H), 285.9 (M-OMe).

References:

INSERM (INSTITUT NATIONAL DE LA SANTÉ ET DE LA RECHERCHE MÉDICALE);INSTITUT JEAN PAOLI & IRENE CALMETTES;AIX-MARSEILLE UNIVERSITÉ;CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE (CNRS) WO2021/74392, 2021, A1 Location in patent:Page/Page column 44-45