4'-Hydroxyacetophenone → 1-[4-(4-Nitrophenoxy)phenyl]ethanone

HRID 1645097Notes

Reaction equation

F[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][CH:3]=1.[OH:11][C:12]1[CH:17]=[CH:16][C:15]([C:18](=[O:20])[CH3:19])=[CH:14][CH:13]=1>>[C:18]([C:15]1[CH:16]=[CH:17][C:12]([O:11][C:2]2[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][CH:3]=2)=[CH:13][CH:14]=1)(=[O:20])[CH3:19]

Participants

Reactant 2

HCID 74694'-Hydroxyacetophenone

HCID 9590p-Fluoronitrobenzene

Product 1

HCID 2386041-[4-(4-Nitrophenoxy)phenyl]ethanone

Procedure

Entry 2: 4-Fluoro-1-nitrobenzene and p-hydroxyacetophenone were reacted according to Method A13, Step 1 to afford the 4-(4-acetylphenoxy)-1-nitrobenzene. 4-(4-Acetylphenoxy)-1-nitrobenzene was reduced according to Method A13, Step 4 to afford 4-(4-acetylphenoxy)aniline. According to Method C3, 3-tert-butylaniline was reacted with bis(trichloromethyl) carbonate followed by 4-(4-acetylphenoxy)aniline to afford the urea.

Sources & evidence

ORD record: ord-821550420fbf415584f3ef8294d0440d
Source dataset: uspto-grants-2012_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08124630B2

Reaction notes

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