Iodoethane → (5-Bromo-2-ethoxyphenyl)methanol

HRID 233726

Reaction equation

HRID 233726 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([OH:10])=[C:6]([CH:9]=1)[CH2:7][OH:8].[CH2:11](I)[CH3:12].C([O-])([O-])=O.[K+].[K+]>CC(C)=O>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([O:10][CH2:11][CH3:12])=[C:6]([CH:9]=1)[CH2:7][OH:8]

Participants

5

Reactant 3

HCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 753425-Bromo-2-hydroxybenzyl alcohol

Product 1

HCID 24721639(5-Bromo-2-ethoxyphenyl)methanol

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

5-Bromo-2-hydroxybenzylalcohol (5.0 g, 24.6 mmol), ethyl iodide (11.5 g, 73.8 mmol) and K2CO3 (3.4 g, 24.6 mmol) in 50 ml of acetone was stirred at +50° C. overnight. The mixture was filtered and evaporated. The product was purified by silica gel column chromatography (EtOAc/petroleum ether 30:100) to give 5-bromo-2-ethoxybenzyl alcohol.

Workup

  1. filtrationThe mixture was filtered
  2. customevaporated
  3. customThe product was purified by silica gel column chromatography (EtOAc/petroleum ether 30:100)

Sources & evidence

ORD record
ord-845b6dd65fe44b50940e75e44f98c54c
Source dataset
uspto-grants-1997_01
Patent number
US05593993

Linked notes

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