Aspirin → HCID 57954501, compound

HRID 1630447Notes

Reaction equation

HRID 1630447 reaction equation
[O:1]1[CH2:6][CH2:5][C:4](=[N:7][OH:8])[CH2:3][CH2:2]1.C([O-])(=O)C.C([O-])(=O)C.C([O-])(=O)C.C([O-])(=O)C.[Pb+4].[CH3:26][C:27]([O:29][C:30]1[CH:31]=[CH:32][CH:33]=[CH:34][C:35]=1[C:36]([OH:38])=[O:37])=[O:28]>>[C:27]([O:29][C:30]1[CH:31]=[CH:32][CH:33]=[CH:34][C:35]=1[C:36]([O:38][C:4]1([N:7]=[O:8])[CH2:5][CH2:6][O:1][CH2:2][CH2:3]1)=[O:37])(=[O:28])[CH3:26]

Participants

4

Reactant 3

HCID 2244AspirinHCID 12298558N-(oxan-4-ylidene)hydroxylamineHCID 178418268HCID 178418268, compound

Product 1

HCID 57954501HCID 57954501, compound

Procedure

4-Nitrosotetrahydro-2H-pyran-4-yl 2-(acetyloxy)benzoate was prepared from tetrahydro-pyran-4-one oxime, lead tetraacetate and Aspirin using conditions of General Method 3. 1H NMR (500 MHz, CHLOROFORM-d) δ 8.15 (1H, dd, 7.8, 1.5 Hz), 7.65 (1H, td, 7.8, 1.5 Hz), 7.40 (1H, t, 7.6 Hz), 7.17 (1H, d, 8.1 Hz), 4.08 (2H, dt, 11.6, 4.1 Hz), 3.79 (2H, td, 11.5, 2.4 Hz), 2.21-2.29 (5H, m), 1.96-1.99 (2H, m).

Sources & evidence

ORD record
ord-a159fe6b9bdd42bea1c2a0d39068b835
Source dataset
uspto-grants-2014_07
Patent number
US08791134B2

Reaction notes

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