Cyclobutylcarbinol → HCID 67398399, compound

HRID 711774Notes

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

Participants

Reactant 2

HCID 78130Cyclobutylcarbinol

HCID 520718Dinitrobenzonitrile

Product 1

HCID 67398399HCID 67398399, compound

Procedure

Prepared as in Example 166d from 2,6-dinitrobenzonitrile and cyclobutylmethanol in 68% as a tan solid. 1H NMR (400 MHz, DMSO-d6) δ 1.93 (m, 4H), 2.10 (m, 2H), 2.79 (m, 1H), 4.25 (d, J=6.3 Hz, 2H), 7.74 (dd, J=8.5, 2.2 Hz, 1H), 7.91 (m, 2H).

Sources & evidence

ORD record: ord-1b04dee976694db3aeaf14054477c240
Source dataset: uspto-grants-2015_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09181276B2

Reaction notes

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