ChemicalBook CAS DataBase List 2-[(4-Methylphenyl)sulfonyl]ethanol

2-[(4-Methylphenyl)sulfonyl]ethanol synthesis

10synthesis methods

Product Name:2-[(4-Methylphenyl)sulfonyl]ethanol
CAS Number:22381-54-0
Molecular formula:C9H12O3S
Molecular Weight:200.25

699-02-5
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$24.00/1g

22381-54-0
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$6.00/100mg

Yield: 96.3%

Reaction Conditions:

in water;acetic acid for 0.833333 h;Heating / reflux;

Steps:

3
2-(4-Tolysulfonyl)ethanol (3). To a solution of Compound 2 (20 g, 0.119 mol) in AcOH (50 ml) and H2O (50 ml) on ice bath was added hydrogen peroxide (30%, 36.5 ml) dropwise over half an hour. Then the mixture was refluxed for 20 min and cooled. NaHCO3 was added to the reaction mixture to neutralize this solution, followed by AcOEt. The organic layer was separated, washed with brine and water, concentrated on vacuum to give 22.9 g (96.3%) of 3 as a white solid. 1H NMR (270 MHz, CDCl3): ? 2.46 (s, 3H), 3.33 (t, J= 5.4 Hz, 2H), 3.99 (t, J= 5.4 Hz, 2H), 7.39 (d, J= 8.0 Hz, 2H ), 7.81 (d, J= 8.3 Hz, 2H). 13C NMR (67.9 MHz, CDCl3): ? 21.7, 56.4, 58.3, 128.0, 130.1, 136.0, 145.2.

References:

CHATTOPADHYAYA, Jyoti WO2007/64291, 2007, A1 Location in patent:Page/Page column 17