Sodium Carbonate → HCID 20163826, compound

HRID 256459Notes

Reaction equation

HRID 256459 reaction equation
C(=O)([O-])[O-].[Na+].[Na+].Cl.[NH2:8][OH:9].[CH3:10][C:11]1[CH:12]=[C:13]([CH:16]=[CH:17][CH:18]=1)[CH2:14]Br>CN(C)C=O>[CH3:10][C:11]1[CH:12]=[C:13]([CH:16]=[CH:17][CH:18]=1)[CH2:14][N:8]([CH2:10][C:11]1[CH:18]=[CH:17][CH:16]=[C:13]([CH3:14])[CH:12]=1)[OH:9]

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 12099m-Xylyl bromideHCID 443297Hydroxyamine hydrochloride

Product 1

HCID 20163826HCID 20163826, compoundYield 49.4%

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 m-methylbenzyl bromide in 75 ml of dimethylformamide. Recrystallization from ethanol affords 5.95 g of the title hydroxylamine as a white solid, mp 70°-73° C.

Workup

  1. customRecrystallization from ethanol

Sources & evidence

ORD record
ord-50f18c8cc8b24611a33b37489303db81
Source dataset
uspto-grants-1987_10
Patent number
US04703073

Reaction notes

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