Tetrahydro-4H-pyran-4-one → HCID 9812960, compound

HRID 2374193Notes

Reaction equation

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

Participants

Reactant 2

HCID 121599Tetrahydro-4H-pyran-4-one

HCID 137268Ethynylpyridine

Product 1

HCID 9812960HCID 9812960, compound

Procedure

Reactants: 2-ethynylpyridine (6.0 mmol, 618 mg), tetrahydro-4H-pyran-4-one (6.0 mmol, 600 mg); yields 2-(3,6-dihydro-2H-pyran-4-ylethynyl)pyridine as a transparent oil (200 mg, 18% overall yield). 1H NMR (CDCl3, 300 MHz) Δ8.57 (m, 1H), 7.63 (m, 1H), 7.44 (m, 1H), 7.21 (m, 1H), 6.29 (m, 1H), 4.25 (m, 2H) 3.81 (m, 2H), 2.36 (m, 2H). MS (EI ionization) 185 (M+).

Sources & evidence

ORD record: ord-ad37d7b5837a4f9aa82cf025ce20c6a7
Source dataset: uspto-grants-2008_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07462619B2

Reaction notes

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