2-Bromoethanol → HCID 15671420, compound

HRID 1582774Notes

Reaction equation

HRID 1582774 reaction equation
[C:1]1([C:7]2[CH:8]=[C:9]([OH:13])[CH:10]=[CH:11][CH:12]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Br[CH2:15][CH2:16][OH:17].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[C:1]1([C:7]2[CH:8]=[C:9]([CH:10]=[CH:11][CH:12]=2)[O:13][CH2:15][CH2:16][OH:17])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 3

HCID 108982-BromoethanolHCID 113813-PhenylphenolHCID 11430Potassium Carbonate

Product 1

HCID 15671420HCID 15671420, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
100 °C

Procedure

In a nitrogen atmosphere, 3-phenylphenol 2.65 g, 2-bromoethanol 2.92 g and potassium carbonate 6.51 g were dissolved in N,N-dimethylformamide 16 ml and stirred at 100° C. After 5 hours, the reaction mixture was cooled to room temperature and partitioned by adding water and diethyl ether. The organic layer was washed with water and then with brine, dried over magnesium sulfate anhydride, and evaporated. The residue was purified by silica gel column chromatography (hexane/ethyl acetate system), whereby the title compound (1.78 g, 53%) was obtained as a colorless crystalline.

Workup

  1. temperaturethe reaction mixture was cooled to room temperature
  2. custompartitioned
  3. additionby adding water and diethyl ether
  4. washThe organic layer was washed with water
  5. dry with materialwith brine, dried over magnesium sulfate anhydride
  6. customevaporated
  7. customThe residue was purified by silica gel column chromatography (hexane/ethyl acetate system), whereby the title compound (1.78 g, 53%)
  8. customwas obtained as a colorless crystalline

Sources & evidence

ORD record
ord-84fdf0df2949464887a718b0385b00ca
Source dataset
uspto-grants-2004_05
Patent number
US06737425B1

Reaction notes

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