Water → HCID 23017924, compound

HRID 1788365Notes

Reaction equation

HRID 1788365 reaction equation
Cl[CH2:2][C:3]1[CH:8]=[C:7]([CH3:9])[CH:6]=[C:5]([CH3:10])[CH:4]=1.[CH3:11][S:12]([C:15]1[CH:20]=[CH:19][C:18]([OH:21])=[CH:17][CH:16]=1)(=[O:14])=[O:13].[OH-].[Na+].O>C(O)C>[CH3:11][S:12]([C:15]1[CH:20]=[CH:19][C:18]([O:21][CH2:2][C:3]2[CH:8]=[C:7]([CH3:9])[CH:6]=[C:5]([CH3:10])[CH:4]=2)=[CH:17][CH:16]=1)(=[O:13])=[O:14]

Participants

6

Reactant 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 1233504-(Methylsulfonyl)phenolHCID 1377003,5-Dimethylbenzyl chloride

Product 1

HCID 23017924HCID 23017924, compoundYield 75.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 2.9 g (18.9 mmol) of 1-chloromethyl-3,5-dimethylbenzene and 3.9 g (22.7 mmol) of 4-methylsulfonylphenol in ethanol (10 mL) was added 10 mL (20.0 mmol) of 2 N aqueous sodium hydroxide solution, followed by heating under reflux for 2 hours. After standing to cool, water was added and the precipitates were collected by filtration and dried under a reduced pressure to obtain 4.1 g (yield 75.3%) of 1-(4-methanesulfonylphenoxymethyl)-3,5-dimethylbenzene (VI-5). Its physical properties are shown below.

Workup

  1. temperatureby heating
  2. temperatureunder reflux for 2 hours
  3. temperatureto cool
  4. filtrationthe precipitates were collected by filtration
  5. customdried under a reduced pressure

Sources & evidence

ORD record
ord-640c03154b58417eabd93c299b4e0f58
Source dataset
uspto-grants-2009_03
Patent number
US07511144B2

Reaction notes

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