Diethylethanolamine → [2-(2-Bromo-4-nitrophenoxy)ethyl]diethylamine

HRID 735104Notes

Reaction equation

HRID 735104 reaction equation
[Br:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1F.[CH2:12]([N:14]([CH2:18][CH3:19])[CH2:15][CH2:16][OH:17])[CH3:13]>ClCCl.CO>[Br:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[O:17][CH2:16][CH2:15][N:14]([CH2:18][CH3:19])[CH2:12][CH3:13]

Participants

4

Reactant 2

HCID 7497DiethylethanolamineHCID 696992-Bromo-1-fluoro-4-nitrobenzene

Product 1

HCID 68817905[2-(2-Bromo-4-nitrophenoxy)ethyl]diethylamine

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

Prepared analogously to Example 4.13.a. starting from 0.66 g (2.00 mmol) of 2-bromo-1-fluoro-4-nitrobenzene and 0.40 mL (3.00 mmol) of 2-diethylaminoethanol. Yield: 0.95 g (100% of theory); C12H17BrN2O3 (M=317.185); calc.: molecular ion peak (M+H)+: 317/319; found: molecular ion peak (M+H)+: 317/319; Rf value: 0.50 (silica gel, dichloromethane/methanol (9:1)).

Workup

  1. customPrepared analogously to Example 4.13.a

Sources & evidence

ORD record
ord-f278ac7c37944d6b8ea9fef903677cc4
Source dataset
uspto-grants-2009_09
Patent number
US07592373B2

Reaction notes

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