1-Bromopropane → HCID 53800618, compound

HRID 1169454Notes

Reaction equation

HRID 1169454 reaction equation
O[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-:16].[K+].[K+]>CC(C)=O>[CH2:12]([O:16][C:10]1[CH:2]=[C:3]([CH:7]=[CH:8][CH:9]=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 53800618HCID 53800618, compoundYield 86.9%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of 2-hydroxyphenethyl alcohol (1.50 g), bromopropane (1.3 ml, 14.9 mmol), potassium carbonate (2.25 g) and acetone (50 ml) was heated at reflux for 3 days. 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 3-propoxyphenethyl alcohol (1.70 g) as a light yellow, oily substance.

Workup

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

Sources & evidence

ORD record
ord-2a7d1bc826394b7796d75bfa03e41b56
Source dataset
uspto-grants-2003_09
Patent number
US06627651B1

Reaction notes

Loading…