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Hydrochloric Acid → Methyl 2-chloro-3-methyl-4-methylsulfonylbenzoate

HRID 1276108
Notes
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Reaction equation

HRID 1276108 reaction equation
[Cl:1][C:2]1[C:10]([CH3:11])=[C:9]([S:12]([CH3:15])(=[O:14])=[O:13])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].Cl.[CH3:17]O>>[Cl:1][C:2]1[C:10]([CH3:11])=[C:9]([S:12]([CH3:15])(=[O:14])=[O:13])[CH:8]=[CH:7][C:3]=1[C:4]([O:6][CH3:17])=[O:5]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 142544762-Chloro-3-methyl-4-(methylsulfonyl)benzoic acid

Product 1

HCID 15132838Methyl 2-chloro-3-methyl-4-methylsulfonylbenzoateYield 84%

Procedure

100 g (0.4 mol) of 2-chloro-3-methyl-4-methylsulfonylbenzoic acid were dissolved in 1 l of methanol, and hydrogen chloride gas was introduced at reflux temperature for 5 hours. The mixture was subsequently concentrated. 88.5 g (84% of theory) of methyl 2-chloro-3-methyl-4-methylsulfonylbenzoate were obtained.

Workup

  1. temperatureat reflux temperature for 5 hours
  2. concentrationThe mixture was subsequently concentrated

Sources & evidence

ORD record
ord-8954731262c246d4990e61c77ca9d314
Source dataset
uspto-grants-2000_12
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06165944

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes