Sodium Carbonate → HCID 13827671, compound

HRID 1906063Notes

Reaction equation

HRID 1906063 reaction equation
Cl.[C:2]([NH:6][OH:7])([CH3:5])([CH3:4])[CH3:3].C(=O)([O-])[O-].[Na+].[Na+].[C:14]1([CH2:22]Br)[CH:19]=[CH:18][C:17]([CH2:20]Br)=[CH:16][CH:15]=1>CN(C)C=O>[OH:7][N:6]([C:2]([CH3:5])([CH3:4])[CH3:3])[CH2:22][C:14]1[CH:19]=[CH:18][C:17]([CH2:20][N:6]([OH:7])[C:2]([CH3:5])([CH3:4])[CH3:3])=[CH:16][CH:15]=1

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 693351,4-Bis(bromomethyl)benzeneHCID 2777896N-tert-butylhydroxylamine hydrochloride

Product 1

HCID 13827671HCID 13827671, compoundYield 62.8%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
80 °C

Procedure

A suspension of 3.0 g tert-butylhydroxylamine hydrochloride, 5.0 g of anhydrous sodium carbonate and 3.15 g of p-xylylene dibromide in 20 ml of N,N-dimethylformamide is heated at 80° C. under nitrogen for 3 hours. Dilution of the reaction mixture with water followed by crystallization from heptane affords 2.1 g of product as a white solid; m.p. 137°-138° C.

Workup

  1. customDilution of the reaction mixture with water followed by crystallization from heptane

Sources & evidence

ORD record
ord-946f05c2ba2f47af88ab52b9d1d9fdc6
Source dataset
uspto-grants-1987_03
Patent number
US04649221

Reaction notes

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