Sodium Carbonate → HCID 20163828, compound

HRID 256457Notes

Reaction equation

HRID 256457 reaction equation
C(=O)([O-])[O-].[Na+].[Na+].Cl.[NH2:8][OH:9].[C:10]([C:14]1[CH:21]=[CH:20][C:17]([CH2:18]Br)=[CH:16][CH:15]=1)([CH3:13])([CH3:12])[CH3:11]>CN(C)C=O>[C:10]([C:14]1[CH:21]=[CH:20][C:17]([CH2:18][N:8]([CH2:18][C:17]2[CH:20]=[CH:21][C:14]([C:10]([CH3:13])([CH3:12])[CH3:11])=[CH:15][CH:16]=2)[OH:9])=[CH:16][CH:15]=1)([CH3:13])([CH3:12])[CH3:11]

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 878361-(Bromomethyl)-4-(1,1-dimethylethyl)benzeneHCID 443297Hydroxyamine hydrochloride

Product 1

HCID 20163828HCID 20163828, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a suspension of 23.0 g of anhydrous sodium carbonate in 75 ml of dry dimethylformamide is added 3.78 g of hydroxylamine hydrochloride followed by 24.72 g of p-tert-butylbenzyl bromide. After stirring at room temperature, the insoluble inorganic residue is removed by filtration and the mixture is concentrated under reduced pressure. Preparative liquid chromatography on the crude product affords a white solid, mp 108°-110° C.

Workup

  1. customthe insoluble inorganic residue is removed by filtration
  2. concentrationthe mixture is concentrated under reduced pressure

Sources & evidence

ORD record
ord-1c808d3b2a6b460f9edb1b2f9afc495c
Source dataset
uspto-grants-1987_10
Patent number
US04703073

Reaction notes

Loading…