3-Fluoro-p-anisaldehyde → (e)-3-(3-Fluoro-4-methoxyphenyl)-1-(2-hydroxy-5-methyl-3-nitrophenyl)-2-propen-1-one

HRID 1841364Notes

Reaction equation

HRID 1841364 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([C:8]([CH3:10])=[O:9])[C:5]([OH:11])=[C:4]([N+:12]([O-:14])=[O:13])[CH:3]=1.[CH3:15][O:16][C:17]1[CH:24]=[CH:23][C:20]([CH:21]=O)=[CH:19][C:18]=1[F:25]>>[F:25][C:18]1[CH:19]=[C:20](/[CH:21]=[CH:10]/[C:8]([C:6]2[CH:7]=[C:2]([CH3:1])[CH:3]=[C:4]([N+:12]([O-:14])=[O:13])[C:5]=2[OH:11])=[O:9])[CH:23]=[CH:24][C:17]=1[O:16][CH3:15]

Participants

3

Reactant 2

HCID 676963-Fluoro-p-anisaldehydeHCID 7361622'-Hydroxy-5'-methyl-3'-nitroacetophenone

Product 1

HCID 23444787(e)-3-(3-Fluoro-4-methoxyphenyl)-1-(2-hydroxy-5-methyl-3-nitrophenyl)-2-propen-1-oneYield 75.2%

Procedure

2-Hydroxy-5-methyl-3-nitroacetophenone (100 mg, 0.51 mmol) and 4-methoxy-3-fluorobenzaldehyde (95 mg, 0.61 mmol) were reacted according to the same procedure as Preparation 22 to give 127 mg (Yield 74%) of the title compound.

Workup

  1. customaccording to the same procedure as Preparation 22

Sources & evidence

ORD record
ord-b2048dc5aea94f9ca93f64b5496b78ba
Source dataset
uspto-grants-2004_01
Patent number
US06683095B2

Reaction notes

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