Potassium Carbonate → HCID 18546614, compound

HRID 1638118Notes

Reaction equation

HRID 1638118 reaction equation
[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][C:6]([F:34])([F:33])[C:7]([F:32])([F:31])[C:8]([F:30])([F:29])[C:9]([F:28])([F:27])[C:10]([F:26])([F:25])[C:11]([F:24])([F:23])[C:12]([F:22])([F:21])[C:13]([F:20])([F:19])[CH2:14][CH2:15][CH2:16][CH2:17]Br.[OH:35][C:36]1[CH:41]=[CH:40][C:39]([C:42]2[CH:47]=[CH:46][C:45]([C:48]#[N:49])=[CH:44][CH:43]=2)=[CH:38][CH:37]=1.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][C:6]([F:34])([F:33])[C:7]([F:31])([F:32])[C:8]([F:30])([F:29])[C:9]([F:27])([F:28])[C:10]([F:25])([F:26])[C:11]([F:23])([F:24])[C:12]([F:22])([F:21])[C:13]([F:19])([F:20])[CH2:14][CH2:15][CH2:16][CH2:17][O:35][C:36]1[CH:37]=[CH:38][C:39]([C:42]2[CH:47]=[CH:46][C:45]([C:48]#[N:49])=[CH:44][CH:43]=2)=[CH:40][CH:41]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 1406104'-Hydroxy-4-biphenylcarbonitrileHCID 18546609HCID 18546609, compound

Product 1

HCID 18546614HCID 18546614, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A solution of 1,16-dibromo-5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12-hexadecafluorohexadecane (20.16 g), 4'-hydroxy-4-cyanobiphenyl (2.05 g), potassium carbonate (2.07 g) and acetone (30 mL) is refluxed for 8 hrs. The acetone is removed under reduced pressure and the residue diluted with water and extracted with ethyl ether. The extracts are washed with water and brine, dried (MgSO4), concentrated, and purified by chromatography to give 4'-(16-bromo-5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12-hexadecafluorohexadecyloxy)-4-cyanobiphenyl.

Workup

  1. customThe acetone is removed under reduced pressure
  2. additionthe residue diluted with water
  3. extractionextracted with ethyl ether
  4. washThe extracts are washed with water and brine
  5. dry with materialdried (MgSO4)
  6. concentrationconcentrated
  7. custompurified by chromatography

Sources & evidence

ORD record
ord-6ad8148d67c645fcbc05dd6b472f61ef
Source dataset
uspto-grants-2000_03
Patent number
US06043337

Reaction notes

Loading…