Cyclopentanol → HCID 67400621, compound

HRID 471636Notes

Reaction equation

HRID 471636 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([OH:20])[CH2:19][CH2:18][CH2:17][CH2:16]1>>[N+:12]([C:8]1[CH:9]=[CH:10][CH:11]=[C:4]([O:20][CH:15]2[CH2:19][CH2:18][CH2:17][CH2:16]2)[C:5]=1[C:6]#[N:7])([O-:14])=[O:13]

Participants

3

Reactant 2

HCID 7298CyclopentanolHCID 520718Dinitrobenzonitrile

Product 1

HCID 67400621HCID 67400621, compoundYield 78%

Procedure

Prepared as in Example 166d from 2,6-dinitrobenzonitrile and cyclopentanol in 78% yield as a light tan solid. 1H NMR (400 MHz, CDCl3) δ 1.64 (m, 2H), 1.77 (m, 4H), 1.97 (m, 2H), 5.14 (m, 1H), 7.73 (m, 1H), 7.88 (m, 2H).

Sources & evidence

ORD record
ord-9056396bec8c4d29892a1d764742c3e3
Source dataset
uspto-grants-2014_01
Patent number
US08633186B2

Reaction notes

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