Ethyl Bromide → HCID 21551520, compound

HRID 268262Notes

Reaction equation

HRID 268262 reaction equation
[N+:1]([C:4]1[CH:9]=[C:8]([O:10][CH3:11])[CH:7]=[CH:6][C:5]=1[OH:12])([O-:3])=[O:2].C([O-])([O-])=O.[K+].[K+].[CH2:19](Br)[CH3:20]>CN(C)C=O>[CH2:19]([O:12][C:5]1[CH:6]=[CH:7][C:8]([O:10][CH3:11])=[CH:9][C:4]=1[N+:1]([O-:3])=[O:2])[CH3:20]

Participants

5

Reactant 3

HCID 6332Ethyl BromideHCID 11430Potassium CarbonateHCID 15285Phenol, 4-methoxy-2-nitro-

Product 1

HCID 21551520HCID 21551520, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 84.5 g. (0.5 m.) of 2-nitro-4-methoxyphenol (part A), 338 g. of K2CO3 and 1200 ml. of dimethylformamide was heated on a steam bath for 60 minutes, then there was added dropwise, 76.7 ml. (108.98 g. 1.0 m.) of ethyl bromide. The mixture was heated and stirred overnight, then poured into 5 liters of ice water. The product was collected by filtration, washed with H2O and air-dried to give 92 g. m.p. 37°-39°C.

Workup

  1. additionA mixture of 84.5 g
  2. additionthere was added dropwise
  3. temperatureThe mixture was heated
  4. filtrationThe product was collected by filtration
  5. washwashed with H2O
  6. customair-dried
  7. customto give 92 g

Sources & evidence

ORD record
ord-c3f0170a8f4746b1887846df51f2149d
Source dataset
uspto-grants-1976_03
Patent number
US03947434

Reaction notes

Loading…