Potassium Carbonate → HCID 69205003, compound

HRID 2374118Notes

Reaction equation

HRID 2374118 reaction equation
Br[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][OH:8].[Br:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]2[CH:21]=[CH:20][C:19]([OH:22])=[CH:18][CH:17]=2)=[CH:12][CH:11]=1.C(=O)([O-])[O-].[K+].[K+]>CC(=O)CC>[Br:9][C:10]1[CH:11]=[CH:12][C:13]([C:16]2[CH:21]=[CH:20][C:19]([O:22][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][OH:8])=[CH:18][CH:17]=2)=[CH:14][CH:15]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 779706-Bromo-1-hexanolHCID 950934-Bromo-4'-hydroxybiphenyl

Product 1

HCID 69205003HCID 69205003, compound

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent2×

Procedure

A solution of 6-bromohexan-1-ol (3.64 g, 0.020 mol) from step 1 in butanone (80 ml) was added at room temperature to a stirred mixture of 4-bromo-4-′-hydroxybiphenyl (5.00 g, 0.020 mol) and potassium carbonate (5.50 g, 0.040 mol) in butanone (70 ml). The reaction mixture was heated under reflux for 48 h. The potassium carbonate was filtered off and the solvent was removed in vacuo, the residue was dissolved in diethyl ether (250 ml) and washed with water (2×150 ml) and dried (MgSO4). The solvent was removed in vacuo and the crude solid was then recrystallised from ethanol to give white crystals.

Workup

  1. temperatureThe reaction mixture was heated
  2. temperatureunder reflux for 48 h
  3. filtrationThe potassium carbonate was filtered off
  4. customthe solvent was removed in vacuo
  5. dissolutionthe residue was dissolved in diethyl ether (250 ml)
  6. washwashed with water (2×150 ml)
  7. dry with materialdried (MgSO4)
  8. customThe solvent was removed in vacuo
  9. customthe crude solid was then recrystallised from ethanol
  10. customto give white crystals

Sources & evidence

ORD record
ord-4692da5df16544859bac1eb1feaea1a7
Source dataset
uspto-grants-2008_12
Patent number
US07462427B2

Reaction notes

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