Potassium Carbonate → HCID 19864069, compound

HRID 1199867Notes

Reaction equation

HRID 1199867 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 77%

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 6344DichloromethaneSolvent

Procedure

5.1 g of 8-bromo-1-octene, 8.2 g of 2-methylbutyl 4'-hydroxybiphenyl-4-carboxylate, and 4.0 g of potassium carbonate were refluxed in acetone for 20 hours. After the conclusion of the reaction, the reaction product was diluted with dichloromethane, and the inorganic matters were removed by filtration. The solvent was distilled out under reduced pressure, and the residue was purified by column chromatography to obtain 8.1 g of the objective 2-methylbutyl 4'-(7-octenyloxy)biphenyl-4-carboxylate. (Yield: 77%)

Workup

  1. customAfter the conclusion of the reaction
  2. customthe inorganic matters were removed by filtration
  3. distillationThe solvent was distilled out under reduced pressure
  4. customthe residue was purified by column chromatography

Sources & evidence

ORD record
ord-2f39768cf3ae4456ad9d881be354c6bb
Source dataset
uspto-grants-1990_02
Patent number
US04904065

Reaction notes

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