ChemicalBook CAS DataBase List 1-BENZYLOXY-4-NITROBENZENE

1-BENZYLOXY-4-NITROBENZENE synthesis

14synthesis methods

Product Name:1-BENZYLOXY-4-NITROBENZENE
CAS Number:1145-76-2
Molecular formula:C13H11NO3
Molecular Weight:229.23

350-46-9 Synthesis

350-46-9
516 suppliers
$10.60/1gm:

100-51-6 Synthesis

100-51-6
1402 suppliers
$5.00/100g

1145-76-2
107 suppliers
$26.00/5g

Yield: 99%

Reaction Conditions:

with sodium hydride in N,N-dimethyl-formamide;mineral oil at 0 - 20; for 2 h;Inert atmosphere;

Steps:

Intermediate H: 1-(Benzyloxy)-4-nitrobenzene
Sodium hydride (60 % in mineral oil) (0.198 g,4.96 mmol) was suspended in DMF (5 mL) under nitrogen and cooled to 0 °C. Benzyl alcohol (0.42 mL,4.1 mmol) was added,followed by 4- fluoronitrobenzene (0.50 g,3.5 mmol) in DMF (2 mL). The reaction mixture was warmed to r.t. and stirred for 2h. After addition of the reaction mixture to water (~10 mL),the suspension was stirred for 15 min and filtered. The solid was washed with water,and dried under vacuum to yield the title compound as a yellow solid (808 mg,99%). NMR d_H(500 MHz,CDCb) 8.27 - 8.21 (m,2H),7.48 - 7.36 (m,5H),7.09 - 7.02 (m,2H),5.19 (s,2H). LCMS: (Method A) 4.24 min,(mass not observed).

References:

GLOBACHEM NV;URCH, Christopher, John;JACKSON, Victoria, Elizabeth;JORDAN, Linda;BURGIN, Ryan, Neil WO2019/141980, 2019, A1 Location in patent:Page/Page column 55

100-02-7 Synthesis