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

HRID 1835816Notes

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) δ 8.57 (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-86c4bd862a3443f3ba862150cd9897fd
Source dataset: uspto-grants-2004_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06774138B2

Reaction notes

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