4'-Hydroxy-4-biphenylcarbonitrile → N,N-bis(isopropyl)-2 [[4'-cyano-(1,1'-biphenyl)-4-yl]oxy]-acetamide

HRID 400256Notes

Reaction equation

HRID 400256 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([C:14]#[N:15])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.[CH3:16][CH:17]([N:19]([CH:24]([CH3:26])[CH3:25])[C:20](=[O:23])[CH2:21]Br)[CH3:18]>>[CH:17]([N:19]([CH:24]([CH3:26])[CH3:25])[C:20](=[O:23])[CH2:21][O:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:13]=[CH:12][C:11]([C:14]#[N:15])=[CH:10][CH:9]=2)=[CH:6][CH:7]=1)([CH3:18])[CH3:16]

Participants

3

Reactant 2

HCID 1406104'-Hydroxy-4-biphenylcarbonitrileHCID 109001912-Bromo-N,N-diisopropylacetamide

Product 1

HCID 7670475N,N-bis(isopropyl)-2 [[4'-cyano-(1,1'-biphenyl)-4-yl]oxy]-acetamideYield 89.3%

Procedure

The product was prepared as in Example 2, Stage A starting with 780 mg of 4'-hydroxy-(4-biphenyl carbonitrile) (Aldrich) and 1.33 g of N,N-bis(1-methylethyl)-2-bromo-acetamide (Preparation 8) to obtain 1.2 g of the expected product.

Sources & evidence

ORD record
ord-46e208ff66254e01872dde16221cd40c
Source dataset
uspto-grants-1998_10
Patent number
US05827887

Reaction notes

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