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Water → 4-methylphenyl mesitylenesulfonate

HRID 1031848
Notes
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Reaction equation

HRID 1031848 reaction equation
[CH:1]1[C:6]([OH:7])=[CH:5][CH:4]=[C:3]([CH3:8])[CH:2]=1.[OH-].[Na+].O.[C:12]1([CH3:24])[CH:17]=[C:16]([CH3:18])[CH:15]=[C:14]([CH3:19])[C:13]=1[S:20](Cl)(=[O:22])=[O:21]>C1(C)C=CC=CC=1>[C:12]1([CH3:24])[CH:17]=[C:16]([CH3:18])[CH:15]=[C:14]([CH3:19])[C:13]=1[S:20]([O:7][C:6]1[CH:5]=[CH:4][C:3]([CH3:8])=[CH:2][CH:1]=1)(=[O:21])=[O:22]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 4

HCID 962WaterHCID 2879P-CresolHCID 130462-Mesitylenesulfonyl chlorideHCID 14798Sodium Hydroxide

Product 1

HCID 43428334-methylphenyl mesitylenesulfonate

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

10.8 g of p-cresol is added to a mixture containing 9.17 g of 48% NaOH, 50 ml of water and 50 ml of toluene. To the resulting mixture is added 22.9 g of mesitylenesulfonyl chloride, and reaction is carried out at 60° to 65° C. for 1 hour. After separating the aqueous layer, toluene is removed from the toluene layer by distillation. The resulting desired compound is purified with methanol.

Workup

  1. additionTo the resulting mixture is added
  2. customAfter separating the aqueous layer, toluene
  3. customis removed from the toluene layer by distillation
  4. customThe resulting desired compound is purified with methanol

Sources & evidence

ORD record
ord-416cb5f1dac745efa0410d9f45bb1eae
Source dataset
uspto-grants-1990_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04956333

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes