o-Xylyl bromide → HCID 21279347, compound

HRID 256460Notes

Reaction equation

HRID 256460 reaction equation
C(=O)([O-])[O-].[Na+].[Na+].Cl.[NH2:8][OH:9].[CH3:10][C:11]1[CH:18]=[CH:17][CH:16]=[CH:15][C:12]=1[CH2:13]Br>CN(C)C=O>[CH3:10][C:11]1[CH:18]=[CH:17][CH:16]=[CH:15][C:12]=1[CH2:13][N:8]([CH2:10][C:11]1[CH:18]=[CH:17][CH:16]=[CH:15][C:12]=1[CH3:13])[OH:9]

Participants

5

Reactant 3

HCID 6992o-Xylyl bromideHCID 10340Sodium CarbonateHCID 443297Hydroxyamine hydrochloride

Product 1

HCID 21279347HCID 21279347, compoundYield 58.2%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The procedure of Example 1 is repeated using 21.2 g of sodium carbonate, 3.47 g of hydroxylamine hydrochloride and 18.51 g o-methylbenzyl bromide in 75 ml of dimethylformamide. Recrystallization from ethanol affords 7.01 g of the title hydroxylamine as a white solid, mp 90°-93° C.

Workup

  1. customRecrystallization from ethanol

Sources & evidence

ORD record
ord-cdb6b6302e774d3fa134c729d94580e9
Source dataset
uspto-grants-1987_10
Patent number
US04703073

Reaction notes

Loading…