Methanol → Methyl 4-(Chlorosulfonyl)benzoate

HRID 1059478Notes

Reaction equation

HRID 1059478 reaction equation
[Cl:1][S:2]([C:5]1[CH:13]=[CH:12][C:8]([C:9](Cl)=[O:10])=[CH:7][CH:6]=1)(=[O:4])=[O:3].[CH3:14][OH:15]>O>[Cl:1][S:2]([C:5]1[CH:13]=[CH:12][C:8]([C:9]([O:15][CH3:14])=[O:10])=[CH:7][CH:6]=1)(=[O:4])=[O:3]

Participants

4

Reactant 2

HCID 887MethanolHCID 820244-(Chlorosulphonyl)benzoyl chloride

Product 1

HCID 4738388Methyl 4-(Chlorosulfonyl)benzoate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

4-Chlorosulfonylbenzoyl chloride (2), (83.27 mMole) was cooled in an ice/acetone bath while methanol (50 mL) was slowly added with good stirring and mixing, keeping the temperature below 20° C. After the addition, the mixture was stirred at room temperature for 15 minutes and then treated with water (100 mL). The white solid was filtered off, washed well with water and air-dried to give 19 g of methyl 4-chlorosulfonylbenzoate.

Workup

  1. additionwas slowly added
  2. additionmixing
  3. customthe temperature below 20° C
  4. additionAfter the addition
  5. stirringthe mixture was stirred at room temperature for 15 minutes
  6. filtrationThe white solid was filtered off
  7. washwashed well with water
  8. customair-dried

Sources & evidence

ORD record
ord-08446af44ff7420bab1eacb19baf9c5d
Source dataset
uspto-grants-2003_02
Patent number
US06521395B1

Reaction notes

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