4-Hydroxybenzaldehyde → Salicylaldehyde

HRID 2408284Notes

Reaction equation

HRID 2408284 reaction equation
O[C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1.C(=O)([O-])[O-:11].[Cs+].[Cs+]>C1COCC1>[OH:11][C:8]1[CH:9]=[CH:2][CH:3]=[CH:4][C:5]=1[CH:6]=[O:7]

Participants

4

Reactant 2

HCID 1264-HydroxybenzaldehydeHCID 10796Cesium carbonate

Product 1

HCID 6998SalicylaldehydeYield 82%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

1170 mg of 4-hydroxybenzaldehyde and 6800 mg of cesium carbonate are added to a solution containing 650 mg of dendritic core obtained in the preceding stage in 20 mL of THF. The mixture is stirred at RT overnight, and the salts are eliminated by centrifugation. The resulting solution is then concentrated under reduced pressure and precipitated with an ether/pentane mixture (1/1) in order to produce a white powder with a yield of 82%.

Workup

  1. additioncontaining 650 mg of dendritic core
  2. concentrationThe resulting solution is then concentrated under reduced pressure
  3. customprecipitated with an ether/pentane mixture (1/1) in order
  4. customto produce a white powder with a yield of 82%

Sources & evidence

ORD record
ord-87042dc8e3e74d76a04af0b68ebb1d8e
Source dataset
uspto-grants-2014_08
Patent number
US08815834B2

Reaction notes

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