P-Cresol → HCID 18668998, compound

HRID 1058659Notes

Reaction equation

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

Participants

Conditions

Temperature: 25 °C

Procedure

2-Fluoro-5-nitrobenzaldehyde (0.13 g, 0.79 mmol) was dissolved in N,N-dimethylformamide (6.7 mL), and p-cresol (0.22 g, 2.0 mmol) and potassium carbonate (0.27 g, 2.0 mmol) were added thereto, followed by stirring at 25° C. for 1.5 hours. After a conventional treatment, the residue was purified by silica gel chromatography (eluted with chloroform), to obtain 5-nitro-2-(4methylphenoxy)benzaldehyde (0.20 g, 98%).

Workup

customAfter a conventional treatment, the residue was purified by silica gel chromatography (eluted with chloroform)

Sources & evidence

ORD record: ord-1e3fc93cd7ea4f7b9abb0f0adc384da7
Source dataset: uspto-grants-2003_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06518268B1

Reaction notes

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