Reaktion #46338

Reaktionsgleichung

(3-Methylsulfonylmethylphenyl)methanol

3-(methylsulfonylmethyl)-benzoic acid

lithium aluminum hydride

tetrahydrofuran

sodium hydroxide

→

(3-methylsulfonyl-methylphenyl)methanol

Lösungsmittel

water

water

ethyl acetate

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeclose to 20° C
2. 2
   FiltrationThe mixture is filtered on celite
3. 3
   Sonstige200 cm3 of a saturated aqueous sodium chloride solution, separated
4. 4
   Trocknendried over anhydrous magnesium sulfate
5. 5
   Filtrationfiltered
6. 6
   Einengenconcentrated to dryness under reduced pressure (2.7 kPa)

Vorschrift

(3-Methylsulfonylmethylphenyl)methanol may be prepared by carrying out the procedure in the following manner: a mixture of 26 g of 3-(methylsulfonylmethyl)-benzoic acid and 4.6 g of lithium aluminum hydride in 600 cm3 of tetrahydrofuran is stirred for 18 hours at a temperature close to 20° C. The solution is cooled to 0° C. and then 15 cm3 of ethyl acetate, 30 cm3 of water, 5 cm3 of a 15% aqueous solution of sodium hydroxide and finally 30 cm3 of water are added-successively. The mixture is filtered on celite and the filtrate taken up in 600 cm3 of ethyl acetate. The organic phase is taken up in 500 cm3 of water and then 200 cm3 of a saturated aqueous sodium chloride solution, separated after settling, dried over anhydrous magnesium sulfate, filtered and concentrated to dryness under reduced pressure (2.7 kPa). 10.4 g of (3-methylsulfonyl-methylphenyl)methanol are obtained in the form of a gum.

Quelle