Methanol → 3-Phenoxybenzaldehyde bisulfite

HRID 1659653Notes

Reaction equation

HRID 1659653 reaction equation
[O:1]([C:8]1[CH:9]=[C:10]([CH:14]2OCC[O:15]2)[CH:11]=[CH:12][CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CO.[S:21]([O-:24])([OH:23])=[O:22].[Na+]>O>[S:21](=[O:22])([OH:24])[OH:23].[O:1]([C:8]1[CH:9]=[C:10]([CH:11]=[CH:12][CH:13]=1)[CH:14]=[O:15])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 136438312-(3-Phenoxyphenyl)-1,3-dioxolaneHCID 23665763Sodium Bisulfite

Product 1

HCID 205556583-Phenoxybenzaldehyde bisulfiteYield 89.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of 24.2 g. of 2-(3-phenoxyphenyl)-1,3-dioxolane in 120 ml. of methanol a solution of 41.6 g. of sodium hydrogensulfite in 120 ml. of water is added, and the reaction mixture is boiled until no traces of starting compound can be detected by thin layer chromatography. The reaction mixture is cooled, the precipitated crystals are filtered off, washed with a 50% aqueous methanol solution and dried at 60° to 80° C. 27 g. (89.5%) of 3-phenoxybenzaldehyde bisulfite are obtained.

Workup

  1. temperatureThe reaction mixture is cooled
  2. filtrationthe precipitated crystals are filtered off
  3. washwashed with a 50% aqueous methanol solution
  4. customdried at 60° to 80° C

Sources & evidence

ORD record
ord-d6002f654b0342d4ba44673f09cdd13d
Source dataset
uspto-grants-1981_12
Patent number
US04304938

Reaction notes

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