Sodium Hydroxide → HCID 178418269, compound

HRID 2854

Reaction equation

HRID 2854 reaction equation
[CH:1]([N:4]([CH:11]([CH3:13])[CH3:12])[C:5](=[O:10])[CH2:6][C:7](=[O:9])[CH3:8])([CH3:3])[CH3:2].[OH-].[Na+].[Cl-].[C:17]1([N+:23]#[N:24])[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>O>[CH:11]([N:4]([CH:1]([CH3:2])[CH3:3])[C:5](=[O:10])[C:6](=[N:24][NH:23][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[C:7](=[O:9])[CH3:8])([CH3:13])[CH3:12]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 60992Benzenediazonium chlorideHCID 123185413-Oxo-N,N-di(propan-2-yl)butanamide

Product 1

HCID 178418269HCID 178418269, compoundYield 68.2%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

7.0 g (0.038 mol) of N,N-diisopropyl-3-oxobutyramide, a solution of 5.3 g (0.133 mol) of NaOH in 58 ml of water and 0.04 mol of phenyldiazonium chloride were treated as described in preparation 8. The crude reaction mixture was purified by chromatography on silica gel (hexane/Et2O 95:5) obtaining 7.5 g of the title compound which was used as such in the subsequent step. M.p.=143°-145° C.

Workup

  1. customas described in preparation 8
  2. customThe crude reaction mixture
  3. customwas purified by chromatography on silica gel (hexane/Et2O 95:5)

Sources & evidence

ORD record
ord-ee71b009ed3f4c28bab5abd1c42abd9d
Source dataset
uspto-grants-1998_03
Patent number
US05731322

Linked notes

Loading…