3-Phenoxybenzaldehyde → HCID 88794023, compound

HRID 971969Notes

Reaction equation

HRID 971969 reaction equation
[S:1](=[O:4])([OH:3])[O-:2].[Na+:5].[O:6]([C:13]1[CH:14]=[C:15]([CH:18]=[CH:19][CH:20]=1)[CH:16]=[O:17])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1>C1(C)C=CC=CC=1.Cl.C(N(CC)CC)C>[S:1](=[O:2])([OH:4])[O-:3].[Na+:5].[O:6]([C:13]1[CH:14]=[C:15]([CH:18]=[CH:19][CH:20]=1)[CH:16]=[O:17])[C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=1

Participants

5

Reactant 2

HCID 382843-Phenoxybenzaldehyde2×HCID 23665763Sodium Bisulfite

Product 1

HCID 88794023HCID 88794023, compoundYield 98.5%

Reagents, catalysts & solvents 2

HCID 11130Triethylamine hydrochlorideCatalystHCID 1140TolueneSolvent

Procedure

To a solution prepared by dissolving 1.3 g of triethylamine hydrochloride (0.009 mole) in 69.2 g of a 35.8% aqueous solution of sodium bisulfite (0.238 mole of sodium bisulfite) while being stirred at room temperature, was added dropwise taking 2 hours a solution prepared by dissolving 50 g of crude 3-phenoxybenzaldehyde (72.5% purity (0.183 mole of 3-phenoxybenzaldehyde) and containing no other aldehyde compounds) in 80 g of toluene. Immediately after the starting of the dropwise addition, white crystals began to precipitate out of the reaction system. After completion of the addition, stirring was continued for a further 2 hours. The crystals were collected by filtration, washed three times with 50 g of toluene, and dried to obtain 54.5 g (98.5% yield) of 3-phenoxybenzaldehyde sodium bisulfite adduct.

Workup

  1. customTo a solution prepared
  2. additionwas added dropwise
  3. customa solution prepared
  4. additionImmediately after the starting of the dropwise addition, white crystals
  5. customto precipitate out of the reaction system
  6. additionAfter completion of the addition
  7. stirringstirring
  8. waitwas continued for a further 2 hours
  9. filtrationThe crystals were collected by filtration
  10. washwashed three times with 50 g of toluene
  11. customdried

Sources & evidence

ORD record
ord-21142b84db1041cba4690710a20342ec
Source dataset
uspto-grants-1979_07
Patent number
US04162269

Reaction notes

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