4,4,4-Trifluorobutanoic acid → 4-Nitrosotetrahydro-2H-pyran-4-yl 4,4,4-trifluorobutanoate

HRID 1630436Notes

Reaction equation

HRID 1630436 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].[F:26][C:27]([F:34])([F:33])[CH2:28][CH2:29][C:30]([OH:32])=[O:31]>>[F:26][C:27]([F:34])([F:33])[CH2:28][CH2:29][C:30]([O:32][C:4]1([N:7]=[O:8])[CH2:5][CH2:6][O:1][CH2:2][CH2:3]1)=[O:31]

Participants

4

Reactant 3

HCID 27770854,4,4-Trifluorobutanoic acidHCID 12298558N-(oxan-4-ylidene)hydroxylamineHCID 178418268HCID 178418268, compound

Product 1

HCID 579544904-Nitrosotetrahydro-2H-pyran-4-yl 4,4,4-trifluorobutanoate

Procedure

4-Nitrosotetrahydro-2H-pyran-4-yl 4,4,4-trifluorobutanoate was prepared from tetrahydro-pyran-4-one oxime, lead tetraacetate and 4,4,4,-trifluorobutyric acid using conditions of General Method 3. 1H NMR (250 MHz, chloroform-d) δ 3.91-4.19 (2H, m), 3.48-3.83 (2H, m), 2.71-2.94 (2H, m), 2.36-2.67 (2H, m), 2.15-2.34 (2H, m), 1.63-1.96 (2H, m).

Sources & evidence

ORD record
ord-c71dbc557924425ea74b82575eaf1d18
Source dataset
uspto-grants-2014_07
Patent number
US08791134B2

Reaction notes

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