(+-)-2-Butanol → HCID 24777288, compound

HRID 711766Notes

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

Participants

Reactant 2

HCID 6568(+-)-2-Butanol

HCID 520718Dinitrobenzonitrile

Product 1

HCID 24777288HCID 24777288, compound

Procedure

Prepared in a similar manner as example 161c from 2,6-dinitrobenzonitrile and sec-butanol to provide 2-sec-butoxy-6-nitrobenzonitrile. 1H NMR (400 MHz, DMSO-d6) δ 0.98 (t, J=7.5 Hz, 3H), 1.33 (d, J=5.9 Hz, 3H), 1.73 (m, 2H), 4.76 (sext, J=5.9 Hz, 1H), 7.78 (dd, J=6.8, 2.8 Hz, 1H), 7.90 (m, 2H).

Sources & evidence

ORD record: ord-41585dc2375c4967a27b1167ad3e8701
Source dataset: uspto-grants-2015_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09181276B2

Reaction notes

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