Nitric Acid → Ethyl 2-bromo-4-fluoro-5-nitrobenzyl ether

HRID 231448Notes

Reaction equation

HRID 231448 reaction equation
[Br:1][C:2]1[CH:11]=[C:10]([F:12])[CH:9]=[CH:8][C:3]=1[CH2:4][O:5][CH2:6][CH3:7].[N+:13]([O-])([OH:15])=[O:14].S(=O)(=O)(O)O>ClCCCl>[Br:1][C:2]1[CH:11]=[C:10]([F:12])[C:9]([N+:13]([O-:15])=[O:14])=[CH:8][C:3]=1[CH2:4][O:5][CH2:6][CH3:7]

Participants

5

Reactant 3

HCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 200323562-Bromo-1-(ethoxymethyl)-4-fluorobenzene

Product 1

HCID 20032353Ethyl 2-bromo-4-fluoro-5-nitrobenzyl ether

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

By the method of Example 2, Step D, 7.18 g (0.0308 mole) of ethyl 2-bromo-4-fluoro benzyl ether, 2 ml of fuming nitric acid, and 18 ml of concentrated sulfuric acid were reacted in 20 ml of 1,2-dichloroethane, yielding 3.1 g of ethyl 2-bromo-4-fluoro-5-nitrobenzyl ether.

Sources & evidence

ORD record
ord-0e3831de4bf74c01a4a48d3bd575b357
Source dataset
uspto-grants-1989_07
Patent number
US04846882

Reaction notes

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