3-Methylbenzyl alcohol → 4-[(3-Methylphenyl)methoxy]-3-nitropyridine

Reaction equation

Cl[C:2]1[CH:7]=[CH:6][N:5]=[CH:4][C:3]=1[N+:8]([O-:10])=[O:9].[CH3:11][C:12]1[CH:13]=[C:14]([CH:17]=[CH:18][CH:19]=1)[CH2:15][OH:16]>>[CH3:11][C:12]1[CH:13]=[C:14]([CH:17]=[CH:18][CH:19]=1)[CH2:15][O:16][C:2]1[CH:7]=[CH:6][N:5]=[CH:4][C:3]=1[N+:8]([O-:10])=[O:9]

Participants

Reactant 2

HCID 114763-Methylbenzyl alcohol

HCID 27357814-Chloro-3-nitropyridine

Product 1

HCID 687066684-[(3-Methylphenyl)methoxy]-3-nitropyridineYield 89.8%

Procedure

In accordance with the same procedures as in Preparation 2, except for using 4-chloro-3-nitropyridine prepared in Step 1 of Preparation 1 and 3-methylbenzyl alcohol, the titled compound was obtained as a yellow solid. (Yield: 89.8%)

Workup

customIn accordance with the same procedures as in Preparation 2

Sources & evidence

ORD record: ord-7e65db8f51c849288aa4074c6384a3c2
Source dataset: uspto-grants-2010_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07642269B2

Reaction notes

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