反応 #6613

反応方程式

sodium periodate

thioether

4-Carboxybenzyl 5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl thioether

hydrochloric acid

→

title compound

収率 39.6%

4-Carboxybenzyl 5,6,7,-8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl sulfoxide

収率 39.6%

溶媒

water

water

ethanol

dimethylformamide

反応条件

後処理

1. 1
   抽出the mixture was extracted with dichloromethane
2. 2
   洗浄the organic extracts were washed with water
3. 3
   乾燥dried over magnesium sulfate
4. 4
   その他evaporated under reduced pressure
5. 5
   その他Crystallization of the oily residue from ethanol

実験手順

A solution of 3.4 g (16 mmol) of sodium periodate in 30 ml of water was added dropwise to 5.3 g (15 mmol) of the thioether from Example 10 in a mixture of 150 ml of ethanol and 40 ml of dimethylformamide at 0° C., and the mixture was then stirred at the same temperature for 2 hours and at room temperature overnight. The reaction solution was then poured into water, the pH was adjusted to 5 with 2N hydrochloric acid, the mixture was extracted with dichloromethane, and the organic extracts were washed with water, dried over magnesium sulfate and evaporated under reduced pressure. Crystallization of the oily residue from ethanol yielded 2.2 g of title compound of melting point 198°-200° C.

出典