Cyclobutanol → HCID 67400719, compound

HRID 711767Notes

Reaction equation

HRID 711767 reaction equation
[N+]([C:4]1[CH:11]=[CH:10][CH:9]=[C:8]([N+:12]([O-])=O)[C:5]=1[C:6]#[N:7])([O-])=O.[CH:15]1([OH:19])[CH2:18][CH2:17][CH2:16]1>>[NH2:12][C:8]1[CH:9]=[CH:10][CH:11]=[C:4]([O:19][CH:15]2[CH2:18][CH2:17][CH2:16]2)[C:5]=1[C:6]#[N:7]

Participants

3

Reactant 2

HCID 76218CyclobutanolHCID 520718Dinitrobenzonitrile

Product 1

HCID 67400719HCID 67400719, compoundYield 34%

Procedure

Prepared in a similar manner as example 111c from 2,6 dinitrobenzonitrile and cyclobutanol to provide 2-amino-6-cyclobutoxybenzonitrile (298 mg, 34%) as a white solid. 1H NMR (400 MHz, DMSO-d6) δ 1.69 (m, 1H), 1.85 (m, 1H), 2.14 (m, 2H), 2.52 (m, 2H), 4.98 (pent, J=7.3 Hz, 1H), 7.55 (dd, J=8.2, 1.1 Hz, 1H), 7.87 (t, J=8.2 Hz, 1H), 7.92 (dd, J=8.4, 1.3 Hz, 1H).

Sources & evidence

ORD record
ord-ac6a4f4e55834d0d98a1a30359005a40
Source dataset
uspto-grants-2015_11
Patent number
US09181276B2

Reaction notes

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