(1-Methylcyclopropyl)methanol → 2-((1-Methylcyclopropyl)methoxy)-6-nitrobenzonitrile

HRID 471756Notes

Reaction equation

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

Participants

Reactant 2

HCID 137701(1-Methylcyclopropyl)methanol

HCID 520718Dinitrobenzonitrile

Product 1

HCID 674003542-((1-Methylcyclopropyl)methoxy)-6-nitrobenzonitrileYield 65%

Procedure

Prepared as in Example 166d from (1-methylcyclopropyl)methanol and 2,6-dinitrobenzonitrile in 65% yield. 1H NMR (400 MHz, DMSO-d6) δ 0.44-0.46 (m, 2H), 0.57-0.59 (m, 2H), 1.22 (s, 3H), 4.06 (s, 2H), 7.67 (dd, J=1.6 Hz, J=8.0 Hz, 1H), 7.85-7.92 (m, 2H).

Sources & evidence

ORD record: ord-401d151dbca942fdbe9ed711f0ebefbb
Source dataset: uspto-grants-2014_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08633186B2

Reaction notes

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