Potassium Carbonate → HCID 19843478, compound

HRID 2352590Notes

Reaction equation

HRID 2352590 reaction equation
Br[CH2:2][CH2:3][CH2:4][CH2:5][CH:6]=[CH2:7].[OH:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[CH:20]=[CH:19][C:18]([C:21]([O:23][CH2:24][CH:25]([CH3:28])[CH2:26][CH3:27])=[O:22])=[CH:17][CH:16]=2)=[CH:11][CH:10]=1.C(=O)([O-])[O-].[K+].[K+]>CC(=O)CC>[CH2:2]([O:8][C:9]1[CH:10]=[CH:11][C:12]([C:15]2[CH:20]=[CH:19][C:18]([C:21]([O:23][CH2:24][CH:25]([CH3:28])[CH2:26][CH3:27])=[O:22])=[CH:17][CH:16]=2)=[CH:13][CH:14]=1)[CH2:3][CH2:4][CH2:5][CH:6]=[CH2:7]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 759066-Bromo-1-hexeneHCID 139075372-Methylbutyl 4'-hydroxybiphenyl-4-carboxylate

Product 1

HCID 19843478HCID 19843478, compoundYield 79%

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

4.7 g of 6-bromo-1-hexene, 6.3 g of 2-methylbutyl 4'-hydroxybiphenyl-4-carboxylate, and 3.1 g of potassium carbonate were refluxed in 2-butanone for 20 hours. After the reaction, inorganic salt was removed by washing with water. After organic phase was dried over magnesium sulfate, the solvent was distilled out under reduced pressure. The resulting residue was purified by column chromatography to obtain 6.4 g of the objective ester compound. (Yield: 79%).

Workup

  1. customAfter the reaction, inorganic salt
  2. customwas removed
  3. washby washing with water
  4. dry with materialAfter organic phase was dried over magnesium sulfate
  5. distillationthe solvent was distilled out under reduced pressure
  6. customThe resulting residue was purified by column chromatography

Sources & evidence

ORD record
ord-7bb7926ffa294e95bd1839d425175739
Source dataset
uspto-grants-1989_10
Patent number
US04877858

Reaction notes

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