2-(Bromomethyl)benzonitrile → HCID 53974867, compound

HRID 1729332Notes

Reaction equation

HRID 1729332 reaction equation
[CH2:1]([C:5]1[N:10]([CH2:11][C:12]2[CH:17]=[CH:16][C:15]([OH:18])=[CH:14][CH:13]=2)[C:9](=[O:19])[CH:8]=[CH:7][CH:6]=1)[CH2:2][CH2:3][CH3:4].CO[Na].[C:23]([C:25]1[CH:32]=[CH:31][CH:30]=[CH:29][C:26]=1[CH2:27]Br)#[N:24]>CS(C)=O>[CH2:1]([C:5]1[N:10]([CH2:11][C:12]2[CH:13]=[CH:14][C:15]([O:18][CH2:27][C:26]3[CH:29]=[CH:30][CH:31]=[CH:32][C:25]=3[C:23]#[N:24])=[CH:16][CH:17]=2)[C:9](=[O:19])[CH:8]=[CH:7][CH:6]=1)[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 3

HCID 895992-(Bromomethyl)benzonitrileHCID 21804448HCID 21804448, compoundHCID 178418582HCID 178418582, compound

Product 1

HCID 53974867HCID 53974867, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent2×

Procedure

A mixture of 2.57 g of 6-butyl-1-p-hydroxybenzyl-1,2-dihydro-2-oxopyridine (obtainable from IIIa and p-hydroxybenzyl bromide), 0.5 g of CH3ONa and 40 ml of DMSO is stirred for 0.5 hour. A solution of 2.2 g of o-cyanobenzyl bromide in 15 ml of DMSO is added dropwise and the mixture is stirred for 16 hours at 20° and evaporated to give 6-butyl-1-(4-o-cyanobenzyloxybenzyl)-1,2-dihydro-2-oxopyridine after conventional working-up.

Workup

  1. stirringthe mixture is stirred for 16 hours at 20°
  2. customevaporated

Sources & evidence

ORD record
ord-868649765f34486ba27462c4d48698d7
Source dataset
uspto-grants-1994_07
Patent number
US05332750

Reaction notes

Loading…