Salicylaldehyde → 2-(2-Hydroxyethoxy)benzaldehyde

HRID 1768609Notes

Reaction equation

HRID 1768609 reaction equation
[OH:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[CH:4]=[O:5].C1(=O)O[CH2:13][CH2:12][O:11]1>[Br-].C([N+](CC)(CC)CC)C.C(OCC)(=O)C>[OH:11][CH2:12][CH2:13][O:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[CH:4]=[O:5]

Participants

5

Reactant 2

HCID 6998SalicylaldehydeHCID 7303Ethylene carbonate

Product 1

HCID 939892-(2-Hydroxyethoxy)benzaldehyde

Reagents, catalysts & solvents 2

HCID 6285Tetraethylammonium BromideCatalystHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
140 °C

Procedure

A mixture of 0.2 mol of 2-hydroxybenzaldehyde, 0.2 mol of ethylene carbonate and 0.3 mol of tetraethylammonium bromide was heated at 140° C. for 2 hours. After cooling, the reaction mixture was taken up in ethyl acetate, washed with water, dried over MgSO4 and evaporated. The compound was purified by distillation.

Workup

  1. temperatureAfter cooling
  2. washwashed with water
  3. dry with materialdried over MgSO4
  4. customevaporated
  5. distillationThe compound was purified by distillation

Sources & evidence

ORD record
ord-dff2944299ed43279ff4f0401f82f5ad
Source dataset
uspto-grants-1995_01
Patent number
US05378718

Reaction notes

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