2-Methoxybenzyl alcohol → 2-Nitro-6-(2-methoxybenzyloxy)benzonitrile

HRID 1467207

Reaction equation

HRID 1467207 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][CH:22]=[CH:21][C:18]=1[CH2:19][OH:20]>>[N+:12]([C:8]1[CH:9]=[CH:10][CH:11]=[C:4]([O:20][CH2:19][C:18]2[CH:21]=[CH:22][CH:23]=[CH:24][C:17]=2[O:16][CH3:15])[C:5]=1[C:6]#[N:7])([O-:14])=[O:13]

Participants

3

Reactant 2

HCID 691542-Methoxybenzyl alcoholHCID 520718Dinitrobenzonitrile

Product 1

HCID 667463022-Nitro-6-(2-methoxybenzyloxy)benzonitrileYield 58%

Procedure

Prepared as in Example 158c from 2,6-dinitrobenzonitrile and 2-methoxybenzyl alcohol in 58% yield. 1H NMR (400 MHz, DMSO) δ 3.82 (s, 3H), 5.34 (s, 2H), 6.99 (t, J=7.6 Hz, 1H), 7.08 (d, J=8.4 Hz, 1H), 7.37 (t, J=8.4 Hz, 1H), 7.46 (d, J=6.0 Hz, 1H), 7.81 (d, J=7.6 Hz, 1H), 7.93-7.87 (m, 2H).

Sources & evidence

ORD record
ord-6b5d4c8a15564db98dbf2d8045701aa9
Source dataset
uspto-grants-2015_04
Patent number
US09000054B2

Linked notes

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