Potassium Carbonate → HCID 19864069, compound

HRID 2352587Notes

Reaction equation

HRID 2352587 reaction equation
Br[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH:8]=[CH2:9].[OH:10][C:11]1[CH:16]=[CH:15][C:14]([C:17]2[CH:22]=[CH:21][C:20]([C:23]([O:25][CH2:26][CH:27]([CH3:30])[CH2:28][CH3:29])=[O:24])=[CH:19][CH:18]=2)=[CH:13][CH:12]=1.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O.ClCCl>[CH2:2]([O:10][C:11]1[CH:12]=[CH:13][C:14]([C:17]2[CH:22]=[CH:21][C:20]([C:23]([O:25][CH2:26][CH:27]([CH3:30])[CH2:28][CH3:29])=[O:24])=[CH:19][CH:18]=2)=[CH:15][CH:16]=1)[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH:8]=[CH2:9]

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 759078-Bromooct-1-eneHCID 139075372-Methylbutyl 4'-hydroxybiphenyl-4-carboxylate

Product 1

HCID 19864069HCID 19864069, compoundYield 72.7%

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 6344DichloromethaneSolvent

Procedure

5.0 g of 8-bromo-1-octene, 8.2 g of 2-methylbutyl 4'-hydroxybiphenyl-4-carboxylate obtained in Example 1.(1), and 4.0 g pf potassium carbonate were refluxed in acetone for 20 hours. After the reaction the resulting reaction mixture was diluted with dichloromethane, and the inorganic substance was filtered out. Subsequently, the solvent was distilled out under reduced pressure, and the resulting residue was purified by column chromatography to obtain 7.5 g of the objective biphenyl derivative. (Yield : 73%).

Workup

  1. customAfter the reaction
  2. customthe resulting reaction mixture
  3. filtrationthe inorganic substance was filtered out
  4. distillationSubsequently, the solvent was distilled out under reduced pressure
  5. customthe resulting residue was purified by column chromatography

Sources & evidence

ORD record
ord-93564a54a069438f852e2abe50212d64
Source dataset
uspto-grants-1989_10
Patent number
US04877858

Reaction notes

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