1-Bromopropane → HCID 17839219, compound

HRID 1169455Notes

Reaction equation

HRID 1169455 reaction equation
[OH:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[CH2:4][CH2:5][OH:6].Br[CH2:12][CH2:13][CH3:14].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH2:12]([O:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[CH2:4][CH2:5][OH:6])[CH2:13][CH3:14]

Participants

5

Reactant 3

HCID 78401-BromopropaneHCID 11430Potassium CarbonateHCID 822002-(2-Hydroxyethyl)phenol

Product 1

HCID 17839219HCID 17839219, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of 2-hydroxyphenethyl alcohol (1.5 g), 1-bromopropane (1.3 ml), potassium carbonate (2.25 g) and acetone (50 ml) was stirred at 60° C. for 64 hours. After concentration under reduced pressure, the residue was mixed with water and was extracted with ethyl acetate. The organic layer was washed with a 1 N aqueous solution of sodium hydroxide and an aqueous saturated solution of sodium chloride, and was dried with magnesium sulfate. The resulting organic layer was concentrated under reduced pressure to obtain 2-propoxyphenethyl alcohol (2.02 g) as a yellow oily substance.

Workup

  1. concentrationAfter concentration under reduced pressure
  2. additionthe residue was mixed with water
  3. extractionwas extracted with ethyl acetate
  4. washThe organic layer was washed with a 1 N aqueous solution of sodium hydroxide
  5. dry with materialan aqueous saturated solution of sodium chloride, and was dried with magnesium sulfate
  6. concentrationThe resulting organic layer was concentrated under reduced pressure

Sources & evidence

ORD record
ord-39a05e258fcc424daf507a632292a9c5
Source dataset
uspto-grants-2003_09
Patent number
US06627651B1

Reaction notes

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