4-Methoxybenzyl alcohol → HCID 67401407, compound

HRID 711720Notes

Reaction equation

HRID 711720 reaction equation
[N+]([C:4]1[CH:11]=[CH:10][CH:9]=[C:8]([N+:12]([O-:14])=[O:13])[C:5]=1[C:6]#[N:7])([O-])=O.[CH3:15][O:16][C:17]1[CH:24]=[CH:23][C:20]([CH2:21][OH:22])=[CH:19][CH:18]=1>>[N+:12]([C:8]1[CH:9]=[CH:10][CH:11]=[C:4]([O:22][CH2:21][C:20]2[CH:23]=[CH:24][C:17]([O:16][CH3:15])=[CH:18][CH:19]=2)[C:5]=1[C:6]#[N:7])([O-:14])=[O:13]

Participants

3

Reactant 2

HCID 77384-Methoxybenzyl alcoholHCID 520718Dinitrobenzonitrile

Product 1

HCID 67401407HCID 67401407, compoundYield 81%

Procedure

Prepared as in Example 112c from 2,6-dinitrobenzonitrile and 4-methoxybenzyl alcohol to provide 2-nitro-6-(4-methoxybenzyloxy)benzonitrile (2.40 g, 81%). 1H NMR (400 MHz, CDCl3) δ 3.82 (s, 3H), 5.26 (s, 2H), 6.93 (m, 2H), 7.35 (dd, J=8.6, 0.7 Hz, 1H), 7.38 (m, 2H), 7.65 (t, J=8.6 Hz, 1H), 7.83 (dd, J=8.2, 0.8 Hz, 1H).

Sources & evidence

ORD record
ord-4e21b58b9de94cb09388838c4be510f1
Source dataset
uspto-grants-2015_11
Patent number
US09181276B2

Reaction notes

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