Potassium Carbonate → 2-(3-Butenyloxy)-4,4'-dinitrobiphenyl

HRID 260412Notes

Reaction equation

HRID 260412 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:15]=[CH:14][C:13]([N+:16]([O-:18])=[O:17])=[CH:12][CH:11]=2)=[C:6]([OH:19])[CH:5]=1)([O-:3])=[O:2].C(=O)([O-])[O-].[K+].[K+].Br[CH2:27][CH2:28][CH:29]=[CH2:30]>CC(C)=O>[CH2:30]([O:19][C:6]1[CH:5]=[C:4]([N+:1]([O-:3])=[O:2])[CH:9]=[CH:8][C:7]=1[C:10]1[CH:11]=[CH:12][C:13]([N+:16]([O-:18])=[O:17])=[CH:14][CH:15]=1)[CH2:29][CH:28]=[CH2:27]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 21241Homoallyl bromideHCID 142501524,4'-Dinitro-2-hydroxybiphenyl

Product 1

HCID 224016182-(3-Butenyloxy)-4,4'-dinitrobiphenylYield 41.4%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Next, 10.4 g of the 4,4'-dinitro-2-hydroxybiphenyl thus obtained was dissolved in 95 mL dry acetone. 5.52 g of potassium carbonate and 7.56 g of 4-bromo-1-butene were added, and the resulting mixture was heated under reflux for 71 hours. Workup by the usual methods gave 5.20 g of 2-(3-butenyloxy)-4,4'-dinitrobiphenyl as a light yellow powder.

Workup

  1. temperaturethe resulting mixture was heated
  2. temperatureunder reflux for 71 hours

Sources & evidence

ORD record
ord-2852d655897a4f89b57272b85bd3da9b
Source dataset
uspto-grants-1996_06
Patent number
US05527862

Reaction notes

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