반응 #742266

반응 방정식

TEA

2,2′-dithiodiethanol

triethylamine

methanesulphonyl chloride

methanesulphonyl chloride

→

disulphanediyldiethane-2,1-diyl dimethane sulphonate

용매

ethyl acetate

EtOAc

반응 조건

후처리

1. 1
   workup.ADDITIONare added dropwise to the reaction medium with rapid stirring
2. 2
   여과The precipitate is filtered off
3. 3
   세척washed with 3 times 50 ml of EtOAc
4. 4
   추출The organic phases are extracted with 100 ml of ice-cold water, 100 ml of water, 3 times 50 ml of a saturated solution of sodium bicarbonate (NaHCO3), with twice 20 ml of a saturated solution of sodium chloride (NaCl)
5. 5
   건조are then dried over anhydrous sodium sulphate (Na2SO4)
6. 6
   기타The EtOAc is evaporated off
7. 7
   기타17.49 g of pale yellow translucent oil are recovered
8. 8
   기타stored at −25° C

실험 절차

10 g of 2,2′-dithiodiethanol and 14.44 g of triethylamine (TEA) are diluted in 100 ml of ethyl acetate (EtOAc). At 0° C., 16.35 g of methanesulphonyl chloride diluted in 35 ml of EtOAc are added dropwise to the reaction medium with rapid stirring. 7.22 g of TEA are introduced, and the stirring is continued at ambient temperature for 4 h 30. 8.2 g of methanesulphonyl chloride are added dropwise at 15° C., and then the stirring is maintained at ambient temperature for 17 h. The precipitate is filtered off and washed with 3 times 50 ml of EtOAc. The organic phases are extracted with 100 ml of ice-cold water, 100 ml of water, 3 times 50 ml of a saturated solution of sodium bicarbonate (NaHCO3), with twice 20 ml of a saturated solution of sodium chloride (NaCl), and are then dried over anhydrous sodium sulphate (Na2SO4). The EtOAc is evaporated off, and 17.49 g of pale yellow translucent oil are recovered and stored at −25° C. The analyses indicate that the product is in conformity and pure.

출처