Potassium Carbonate → HCID 54301032, compound

HRID 1769570Notes

Reaction equation

HRID 1769570 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([Br:14])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[CH3:21][C@@H:22]([CH2:27][CH3:28])[CH2:23][CH2:24][CH2:25]Br>CC(=O)CC>[CH3:21][C@@H:22]([CH2:27][CH3:28])[CH2:23][CH2:24][CH2:25][O:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:13]=[CH:12][C:11]([Br:14])=[CH:10][CH:9]=2)=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 950934-Bromo-4'-hydroxybiphenylHCID 13800354(4S)-1-Bromo-4-methylhexane

Product 1

HCID 54301032HCID 54301032, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

A reaction vessel was charged with 1.1 g of 4-hydroxy-4'-bromobiphenyl, 20 ml of 2-butanone, 1.2 g of potassium carbonate and 0.95 g of (S)-4-methylhexyl bromide, and the mixture was refluxed with stirring until TLC showed the disappearance of the starting materials. It took 10 hours for this. The reaction liquid was filtered to remove solids and the filtrate was concentrated. The residue was dried under reduced pressure to obtain 1.4 g (93%) of (S)-4-(4-methylhexyl)oxy-4'-bromobiphenyl.

Workup

  1. temperaturethe mixture was refluxed
  2. customThe reaction liquid
  3. filtrationwas filtered
  4. customto remove solids
  5. concentrationthe filtrate was concentrated
  6. customThe residue was dried under reduced pressure

Sources & evidence

ORD record
ord-430a3edc91d04f3aa5e7e9687a863dc7
Source dataset
uspto-grants-1995_01
Patent number
US05382380

Reaction notes

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