4-Methylcyclohexanone → HCID 9855741, compound

HRID 902074Notes

Reaction equation

HRID 902074 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-c1ac8310b2144f0ea37fa9bf38a672b1
Source dataset
uspto-grants-2008_04
Patent number
US07365074B2

Reaction notes

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