3-Hydroxybenzaldehyde → 3-Ethoxybenzaldehyde

HRID 233722

Reaction equation

HRID 233722 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH:5]=[O:6].[CH2:10](I)[CH3:11].C([O-])([O-])=O.[K+].[K+]>CC(C)=O>[CH2:10]([O:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH:5]=[O:6])[CH3:11]

Participants

5

Reactant 3

HCID 1013-HydroxybenzaldehydeHCID 6340IodoethaneHCID 11430Potassium Carbonate

Product 1

HCID 899083-Ethoxybenzaldehyde

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

3-Hydroxybenzaldehyde (3.0 g, 24.6 mmol), ethyl iodide (5.9 ml, 73.8 mmol) and K2CO3 (3.4 g, 24.6 mmol) in 50 ml of acetone was stirred at +40° C. for 6 h and at RT overnight. The mixture was filtered and evaporated. The product was purified by silica gel column chromatography (EtOAc/petroleum ether 15:100) to give 3-ethoxybenzaldehyde.

Workup

  1. filtrationThe mixture was filtered
  2. customevaporated
  3. customThe product was purified by silica gel column chromatography (EtOAc/petroleum ether 15:100)

Sources & evidence

ORD record
ord-357c35243ea0405e86ab297315d2ce46
Source dataset
uspto-grants-1997_01
Patent number
US05593993

Linked notes

Loading…