Iodobenzene → HCID 44479402, compound

HRID 1630450Notes

Reaction equation

HRID 1630450 reaction equation
[O:1]1[CH2:6][CH2:5][C:4](=[N:7][OH:8])[CH2:3][CH2:2]1.[CH3:9][CH:10]([CH3:29])[CH2:11][C:12]1[CH:17]=[CH:16][C:15]([CH:18]([CH3:28])[C:19]([O:21][CH2:22][CH2:23][CH2:24][C:25]([O-:27])=[O:26])=[O:20])=[CH:14][CH:13]=1.IC1C=CC=CC=1>>[CH3:9][CH:10]([CH3:29])[CH2:11][C:12]1[CH:13]=[CH:14][C:15]([CH:18]([CH3:28])[C:19]([O:21][CH2:22][CH2:23][CH2:24][C:25]([O:27][C:4]2([N:7]=[O:8])[CH2:5][CH2:6][O:1][CH2:2][CH2:3]2)=[O:26])=[O:20])=[CH:16][CH:17]=1

Participants

4

Reactant 3

HCID 11575IodobenzeneHCID 12298558N-(oxan-4-ylidene)hydroxylamineHCID 86635760HCID 86635760, compound

Product 1

HCID 44479402HCID 44479402, compound

Procedure

4-Nitrosotetrahydro-2H-pyran-4-yl 4-({2-[4-(2-methylpropyl)phenyl]propanoyl}oxy)butanoate was prepared from tetrahydropyran-4-one oxime and bis 4-({2-[4-(2methylpropyl)phenyl]propanoyl}oxy)butanoate)iodobenzene (synthesized from 4-({2-[4-(2-methylpropyl)phenyl]propanoyl}oxy)butanoic acid and iodobenzene diacetate) and using conditions of General Method 4. 1H NMR (250 MHz, CHLOROFORM-d) δ 7.16-7.25 (2H, m), 7.03-7.14 (2H, m), 4.15 (2H, dt, 12.3, 6.2 Hz), 3.98-4.09 (2H, m), 3.59-3.79 (3H, m), 2.40-2.53 (4H, m), 2.27-2.37 (1H, m), 2.11-2.28 (1H, m), 1.74-2.07 (5H, m), 1.50 (3H, dd, 7.2, 4.3 Hz), 0.90 (6H, d, 6.2 Hz).

Sources & evidence

ORD record
ord-4cec75181a63415387fa53eda2b5368f
Source dataset
uspto-grants-2014_07
Patent number
US08791134B2

Reaction notes

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