Cyclohexanone Oxime → 1-Nitrosocyclohexyl 4,4,4-trifluoro-3-methylbutanoate

HRID 1630433Notes

Reaction equation

HRID 1630433 reaction equation
[C:1]1(=[N:7][OH:8])[CH2:6][CH2:5][CH2:4][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:35])([F:34])[CH:28]([CH3:33])[CH2:29][C:30]([OH:32])=[O:31]>>[F:26][C:27]([F:35])([F:34])[CH:28]([CH3:33])[CH2:29][C:30]([O:32][C:1]1([N:7]=[O:8])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1)=[O:31]

Participants

4

Reactant 3

HCID 7517Cyclohexanone OximeHCID 1361744,4,4-Trifluoro-3-methylbutanoic acidHCID 178418268HCID 178418268, compound

Product 1

HCID 579544961-Nitrosocyclohexyl 4,4,4-trifluoro-3-methylbutanoate

Procedure

1-Nitrosocyclohexyl 4,4,4-trifluoro-3-methylbutanoate was prepared from cyclohexanone oxime, lead tetraacetate and 4,4,4-trifluoro-3-methyl butanoic acid using conditions of General Method 3. 1H NMR (250 MHz, chloroform-d) δ 2.69-2.92 (1H, m), 2.69-2.92 (1H, m), 2.47 (1H, d, 6.5 Hz), 1.71-2.05 (4H, m), 1.42-1.63 (2H, m), 1.27 (3H, d, 6.9 Hz), 1.10-1.39 (2H, m), 0.87 (1H, d, 7.0 Hz), 0.78-0.99 (1H, m).

Sources & evidence

ORD record
ord-23690a8867aa4462b31d9354ab5ca763
Source dataset
uspto-grants-2014_07
Patent number
US08791134B2

Reaction notes

Loading…