2-Bromoethanol → 73864-61-6

HRID 1156269Notes

Reaction equation

HRID 1156269 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]#[N:10])=[CH:4][CH:3]=1.Br[CH2:12][CH2:13][OH:14].C(=O)([O-])[O-].[K+].[K+]>CC(CC)=O>[OH:14][CH2:13][CH2:12][O:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]#[N:10])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 108982-BromoethanolHCID 11430Potassium Carbonate2×HCID 265484-Hydroxybenzyl cyanide

Product 1

HCID 2053571673864-61-6

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

5 g p-hydroxyphenylacetonitrile were dissolved in 250 ml methylethylketone. 7 g of 2-bromoethanol and 23 g potassium carbonate were added thereto. The mixture was stirred for 48 hours under reflux. At the end of the reaction the potassium carbonate and the produced potassium bromide were filtered. The precipitates were washed with acetone and the acetone wash was added to the reaction mixture. The clear solution was reduced to about 10-15 ml. It was then taken up in ether and shaken with 1/100 N sodium hydroxide.

Workup

  1. temperatureunder reflux
  2. filtrationthe produced potassium bromide were filtered
  3. washThe precipitates were washed with acetone
  4. washthe acetone wash
  5. additionwas added to the reaction mixture
  6. stirringshaken with 1/100 N sodium hydroxide

Sources & evidence

ORD record
ord-047de5666281495d9b1c7b4f58342c0b
Source dataset
uspto-grants-1982_06
Patent number
US04335119

Reaction notes

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