Hydrochloric Acid → 5-Ethyl-2-hydroxybenzaldehyde

HRID 1790554Notes

Reaction equation

HRID 1790554 reaction equation
[CH2:1]1N2CN3CN(C2)CN1C3.[CH2:11]([C:13]1[CH:18]=[CH:17][C:16]([OH:19])=[CH:15][CH:14]=1)[CH3:12].[OH2:20].Cl>CC(O)=O.C(OCC)C>[CH2:11]([C:13]1[CH:14]=[CH:15][C:16]([OH:19])=[C:17]([CH:18]=1)[CH:1]=[O:20])[CH3:12]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 4101HexamethylenetetramineHCID 312424-Ethylphenol

Product 1

HCID 64298115-Ethyl-2-hydroxybenzaldehyde

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 3283Diethyl EtherSolvent

Procedure

114 g of hexamethylenetetramine were added to a solution of 20 g of 4-ethylphenol in 400 ml of AcOH. The reaction solution was stirred for 5 hrs. at 100° C. Then, 150 ml of H2O and 150 ml of 25% HCl solution were added. The mixture was stirred for 1 hr. at 100° C. Then, it was left to cool to room temperature. The crude product was isolated by extraction with diethyl ether and purified by chromatography on silica gel. There were obtained 8.6 g of 5-ethyl-2-hydroxy-benzaldehyde as a light yellow liquid.

Workup

  1. customat 100° C
  2. stirringThe mixture was stirred for 1 hr
  3. customat 100° C
  4. waitThen, it was left
  5. custompurified by chromatography on silica gel

Sources & evidence

ORD record
ord-22162707b9e04266845c1816e90d3c06
Source dataset
uspto-grants-2006_07
Patent number
US07071212B2

Reaction notes

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