2-Chlorobenzaldehyde → 4-Chloro-3-formylbenzenesulfonic acid

HRID 493516Notes

Reaction equation

HRID 493516 reaction equation
[Cl:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[CH:4]=[O:5].[OH:10][S:11](O)(=[O:13])=[O:12].O=S(=O)=O>>[Cl:1][C:2]1[CH:9]=[CH:8][C:7]([S:11]([OH:13])(=[O:12])=[O:10])=[CH:6][C:3]=1[CH:4]=[O:5]

Participants

3

Reactant 2

HCID 69962-ChlorobenzaldehydeHCID 24681Fuming sulfuric acid2×

Product 1

HCID 204628564-Chloro-3-formylbenzenesulfonic acid

Conditions

Temperature
2.5 °C

Procedure

2-chlorobenzaldehyde 500 g (3.35 moles) was added to 23% oleum 1050 g (1.35 moles), and the contents were cooled to 0 to 5° C. The reaction mixture was stirred for 2.5 hours between 0-15° C. To this stirred solution, 660 g of 65% oleum (2.41 moles) was added over a period of 2.5 hours, maintaining the temperature below 15° C. The reaction mass was stirred and allowed to come to a temperature of 25-30° C.

Workup

  1. temperaturemaintaining the temperature below 15° C
  2. stirringThe reaction mass was stirred
  3. customto come to a temperature of 25-30° C.

Sources & evidence

ORD record
ord-24f25c8b7b9b4a638a2a2e727ed14039
Source dataset
uspto-grants-2009_05
Patent number
US07534911B2

Reaction notes

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