Ethanol → 1-Ethoxy-4-nitrobenzene

HRID 704489Notes

Reaction equation

HRID 704489 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7](Cl)=[CH:6][CH:5]=1)([O-:3])=[O:2].[CH2:11]([OH:13])[CH3:12].[OH-].[Na+].O>CN1CCCC1=O>[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([O:13][CH2:11][CH3:12])=[CH:6][CH:5]=1)([O-:3])=[O:2]

Participants

6

Reactant 4

HCID 702Ethanol2×HCID 962WaterHCID 74741-Chloro-4-nitrobenzene2×HCID 14798Sodium Hydroxide

Product 1

HCID 74951-Ethoxy-4-nitrobenzene

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

(a.) bringing p-nitrochlorobenzene, ethanol and 40-40-60% aqueous solution of sodium hydroxide into reactive contact at an elevated temperature in a cosolvent liquid system comprising the solvents of ethanol, water and N-methylpyrrolidone to ethoxylate the p-nitrochlorobenzene to produce p-nitrophenetole, the mol ratio of ethanol to p-nitrochlorobenzene being about 5:1 to 1:1 and the mol ratio of N-methylpyrrolidone to p-nitrochlorobenzene being about 4:1 to 1:1,

Sources & evidence

ORD record
ord-1edbf301a81d4eaeb1f33d912ccbbb8d
Source dataset
uspto-grants-1991_01
Patent number
US04987266

Reaction notes

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