4-Methylcyclohexanone → HCID 9855741, compound

HRID 1835814Notes

Reaction equation

HRID 1835814 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-cyclohexen-1-yl)ethynyl]pyridine as a transparent oil (250 mg, 21% overall yield). 1H NMR (CDCl3, 300 MHz) δ 8.57 (m, 1H), 7.59 (m, 1H), 7.39 (m, 1H), 7.20 (m, 1H), 6.30 (m, 1H), 2.22 (m, 3H), 1.72 (m, 3H), 1.25 (m, 1H), 0.99 (m, 3H). MS (EI ionization) 197 (M+).

Sources & evidence

ORD record
ord-cb57559889af4d15a702aa4211448719
Source dataset
uspto-grants-2004_08
Patent number
US06774138B2

Reaction notes

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