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Potassium Carbonate → 2-Fluoro-4-(3-diethylamino-1-propoxy)nitrobenzene

HRID 8049
Notes
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Reaction equation

HRID 8049 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([OH:11])[CH:5]=[CH:6][C:7]=1[N+:8]([O-:10])=[O:9].CS([O-])(=O)=O.[CH2:17]([N:19]([CH2:24][CH3:25])[CH2:20][CH2:21][CH2:22]O)[CH3:18].C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[F:1][C:2]1[CH:3]=[C:4]([O:11][CH2:22][CH2:21][CH2:20][N:19]([CH2:24][CH3:25])[CH2:17][CH3:18])[CH:5]=[CH:6][C:7]=1[N+:8]([O-:10])=[O:9]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 4

HCID 11430Potassium CarbonateHCID 121593-(Diethylamino)-1-propanolHCID 85257MethanesulfonateHCID 5209483-Fluoro-4-nitrophenol

Product 1

HCID 220147332-Fluoro-4-(3-diethylamino-1-propoxy)nitrobenzene

Reagents, catalysts & solvents 1

HCID 6228
Dimethylformamide
Solvent

Procedure

A solution of 3-fluoro-4-nitrophenol (2 mmol) and methanesulfonate of 3-diethylamino-1-propanol (2.5 mmol) in DMF (4 mL) is added with K2CO3 (4 mmol) and heated following the general procedure III (Step A). The product, 2-fluoro-4-(3-diethylamino-1-propoxy)nitrobenzene is obtained (470 mg) after purification using silica gel column chromatography.

Workup

  1. temperatureheated

Sources & evidence

ORD record
ord-f375c00562a24af688c5e95063e27f6d
Source dataset
uspto-grants-2006_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07087632B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes