2,6-Diisopropylphenyl isocyanate → N-[2,6-bis(1-methylethyl)-phenyl]-2-oxo-3-(5-phenoxypentyl)-3-phenyl-cyclohexane carboxamide

HRID 892476Notes

Reaction equation

[O:1]([CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]1([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH2:18][CH2:17][CH2:16][CH2:15][C:14]1=[O:19])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH:26]([C:29]1[CH:34]=[CH:33][CH:32]=[C:31]([CH:35]([CH3:37])[CH3:36])[C:30]=1[N:38]=[C:39]=[O:40])([CH3:28])[CH3:27].C([N-]C(C)C)(C)C.[Li+]>>[CH3:28][CH:26]([C:29]1[CH:34]=[CH:33][CH:32]=[C:31]([CH:35]([CH3:36])[CH3:37])[C:30]=1[NH:38][C:39]([CH:15]1[CH2:16][CH2:17][CH2:18][C:13]([CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][O:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)([C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)[C:14]1=[O:19])=[O:40])[CH3:27]

Participants

Reactant 3

HCID 922592,6-Diisopropylphenyl isocyanate

HCID 2724682Lithium diisopropylamide

HCID 19895723HCID 19895723, compound

Product 1

HCID 19895729N-[2,6-bis(1-methylethyl)-phenyl]-2-oxo-3-(5-phenoxypentyl)-3-phenyl-cyclohexane carboxamide

Procedure

The title compound, mp 150°-153° C., was prepared from 2-(5-phenoxypentyl)-2-phenylcyclohexanone (2.50 g, 0.007 mol), 2,6 diisopropylphenyl isocyanate (1.42 g, 0.007 mol), and lithium diisopropylamide (0.007 mol) using the procedure described in Example 1.

Sources & evidence

ORD record: ord-eb56117169c1462e87c318ba569cfe76
Source dataset: uspto-grants-1992_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05118697

Reaction notes

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