2,4-Difluorobenzoic acid → 1-Methyl-4-nitrosopiperidin-4-yl 2,4-difluorobenzoate

HRID 1879787

Reaction equation

HRID 1879787 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][C:5](=[N:8][OH:9])[CH2:4][CH2:3]1.C([O-])(=O)C.C([O-])(=O)C.C([O-])(=O)C.C([O-])(=O)C.[Pb+4].[F:27][C:28]1[CH:36]=[C:35]([F:37])[CH:34]=[CH:33][C:29]=1[C:30]([OH:32])=[O:31]>>[F:27][C:28]1[CH:36]=[C:35]([F:37])[CH:34]=[CH:33][C:29]=1[C:30]([O:32][C:5]1([N:8]=[O:9])[CH2:6][CH2:7][N:2]([CH3:1])[CH2:3][CH2:4]1)=[O:31]

Participants

4

Reactant 3

HCID 741022,4-Difluorobenzoic acidHCID 3390531-Methylpiperidin-4-one oximeHCID 178418268HCID 178418268, compound

Product 1

HCID 579544971-Methyl-4-nitrosopiperidin-4-yl 2,4-difluorobenzoate

Procedure

1-Methyl-4-nitrosopiperidin-4-yl 2,4-difluorobenzoate was prepared from 1-methyl-piperidin-4-one oxime, lead tetraacetate and 2,4-difluorobenzoic acid using conditions of General Method 3. 1H NMR (400 MHz, chloroform-d) δ 7.59 (2H, dd, 7.5, 2.3 Hz), 7.09 (1H, tt, 8.6, 2.4 Hz), 2.98 (2H, dt, 11.7, 3.6 Hz), 2.32-2.50 (7H, m), 2.04 (2H, dd, 14.2, 2.7 Hz).

Sources & evidence

ORD record
ord-1eed22c0b45144449688068e39867685
Source dataset
uspto-grants-2012_11
Patent number
US08318705B2

Linked notes

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