4-Hydroxybenzaldehyde → Salicylaldehyde

HRID 845128Notes

Reaction equation

HRID 845128 reaction equation
[Na].[C:2]1([OH:8])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH:9][C:10]1C=CC(C=O)=CC=1>>[CH:10](=[O:9])[C:3]1[C:2](=[CH:7][CH:6]=[CH:5][CH:4]=1)[OH:8]

Participants

4

Reactant 3

HCID 1264-HydroxybenzaldehydeHCID 996PhenolHCID 5360545Sodium

Product 1

HCID 6998SalicylaldehydeYield 32%

Procedure

The phenol aldehyde mixture is in a form combined with sodium. It is neutralized and acidified to a pH of 5. Thereupon the salicylaldehyde is recovered by the conventional carrier vapor distillation of the aqueous phases (following methanol recovery). A yield of 32% (3.9 g) of salicylaldehyde and of 27% (3.2 g) in p-hydroxybenzaldehyde relative to the initial phenol are obtained.

Workup

  1. distillationThereupon the salicylaldehyde is recovered by the conventional carrier vapor distillation of the aqueous phases (following methanol recovery)

Sources & evidence

ORD record
ord-5b6e719d47764b6ca7710188635f3488
Source dataset
uspto-grants-1988_07
Patent number
US04755613

Reaction notes

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