4,4-Diphenyl-2-butanone → 3-Oxo-5,5-diphenyl-pentanoic acid (2,6-diisopropyl-phenyl)-amide

HRID 1198035Notes

Reaction equation

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

Participants

Reactant 3

HCID 794214,4-Diphenyl-2-butanone

HCID 922592,6-Diisopropylphenyl isocyanate

HCID 2724682Lithium diisopropylamide

Product 1

HCID 104102833-Oxo-5,5-diphenyl-pentanoic acid (2,6-diisopropyl-phenyl)-amide

Procedure

The title compound, mp 146°-148° C., was prepared from 4,4-diphenylbutan-2-one (3.50 g, 0.015 mol), 2.6-diisopropylphenyl isocyanate (3.17 g, 0.015 mol) and lithium diisopropylamide (0.015 mol) using the procedure described in Example 1.

Sources & evidence

ORD record: ord-f398e7a22a89448f85411acd133ebe01
Source dataset: uspto-grants-1994_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05278326

Reaction notes

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