Formaldehyde → Salicylaldehyde

HRID 1422313Notes

Reaction equation

HRID 1422313 reaction equation
[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:8]=[O:9].Cl[Sn]Cl.Cl[Sn](Cl)(Cl)Cl>>[CH:8](=[O:9])[C:2]1[C:1](=[CH:6][CH:5]=[CH:4][CH:3]=1)[OH:7]

Participants

5

Reactant 4

HCID 712FormaldehydeHCID 996PhenolHCID 24287Tin tetrachlorideHCID 24479Stannous Chloride

Product 1

HCID 6998Salicylaldehyde

Procedure

The reaction in the step (I) is carried out by reacting a phenol derivative, a base and paraformaldehyde in the presence of SnCl2 and/or SnCl4 in an organic solvent at 0-85° C. to the conversion of 30-80%, preferably 50-80% and then to complete the reaction at 95-105° C. to give a salicylaldehyde derivative of the formula (3) in a high yield and in a high selectivity.

Workup

  1. customThe reaction in the step (I)
  2. customat 0-85° C.
  3. customthe reaction at 95-105° C.

Sources & evidence

ORD record
ord-62fb206bc44b411c94f4db2b7d57655b
Source dataset
uspto-grants-2000_06
Patent number
US06080895

Reaction notes

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