Pivalic acid → 4-Nitrosotetrahydro-2H-pyran-4-yl pivalate

HRID 1630442Notes

Reaction equation

HRID 1630442 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]([CH3:32])([CH3:31])[C:28]([OH:30])=[O:29]>>[C:28]([O:30][C:4]1([N:7]=[O:8])[CH2:5][CH2:6][O:1][CH2:2][CH2:3]1)(=[O:29])[C:27]([CH3:32])([CH3:31])[CH3:26]

Participants

4

Reactant 3

HCID 6417Pivalic acidHCID 12298558N-(oxan-4-ylidene)hydroxylamineHCID 178418268HCID 178418268, compound

Product 1

HCID 579544954-Nitrosotetrahydro-2H-pyran-4-yl pivalate

Procedure

4-Nitrosotetrahydro-2H-pyran-4-yl pivalate was prepared from tetrahydro-pyran-4-one oxime, lead tetraacetate and trimethylacetic acid using conditions of General Method 3. 1H NMR (360 MHz, chloroform-d) δ 3.91-4.14 (2H, m), 3.57-3.77 (2H, m), 2.10-2.29 (2H, m), 1.75-1.93 (2H, m), 1.34 (9H, s).

Sources & evidence

ORD record
ord-5c9757b355ca46419804a0022df88e22
Source dataset
uspto-grants-2014_07
Patent number
US08791134B2

Reaction notes

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