4-Methylcyclohexanone → HCID 9855741, compound

HRID 2374192Notes

Reaction equation

HRID 2374192 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][N:4]=1)#[CH:2].[CH3:9][CH:10]1[CH2:15][CH2:14][C:13](=O)[CH2:12][CH2:11]1>>[CH3:9][CH:10]1[CH2:15][CH2:14][C:13]([C:2]#[C:1][C:3]2[CH:8]=[CH:7][CH:6]=[CH:5][N:4]=2)=[CH:12][CH2:11]1

Participants

3

Reactant 2

HCID 115254-MethylcyclohexanoneHCID 137268Ethynylpyridine

Product 1

HCID 9855741HCID 9855741, compound

Procedure

Reactants: 2-ethynylpyridine (6.0 mmol, 618 mg), 4-methylcyclohexanone (6.0 mmol, 672 mg); yields 2-[(4-methyl-1-cyclohexe-n-1-yl)ethynyl]pyridine as a transparent oil (250 mg, 21% overall yield). 1H NMR (CDCl3, 300 MHz) Δ8.57 (m, 1H), 7.59 (m, 1H), 7.39 (m, 1H), 7.20 (m, 1H), 6.30 (m, 1H), 2.22 (m, 3H), 1.25 (m, 1H), 0.99 (m, 3H). MS (EI ionization) 197 (M+).

Sources & evidence

ORD record
ord-74de06ff02624bfa9682eafc57a09e9a
Source dataset
uspto-grants-2008_12
Patent number
US07462619B2

Reaction notes

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