Benzene → 2,4-Difluoro-1,1'-biphenyl

Reaction equation

N(OCCC(C)C)=O.[F:9][C:10]1[CH:16]=[C:15]([F:17])[CH:14]=[CH:13][C:11]=1N.[CH:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>>[F:9][C:10]1[CH:16]=[C:15]([F:17])[CH:14]=[CH:13][C:11]=1[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Participants

Reactant 3

HCID 241Benzene

HCID 8053Isoamyl Nitrite

HCID 97092,4-Difluoroaniline

Product 1

HCID 1699742,4-Difluoro-1,1'-biphenyl

Procedure

To a 50 liter resin pot equipped with stirrer, thermometer, nitrogen-inlet, internal steam coil and reflux condenser is charged 31.5 liters of benzene, 1.025 liters of isoamyl nitrite and 700 g. (5.43 moles) of 2,4-difluoroaniline.

Workup

temperaturethermometer, nitrogen-inlet, internal steam coil and reflux condenser

Sources & evidence

ORD record: ord-5307c143db8741daaf361f694bcedaa7
Source dataset: uspto-grants-1980_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04225730

Reaction notes

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