반응 #414881

반응 방정식

phenol

ethylaminosulfonyl chloride

sodium bicarbonate

→

title compound

수율 71.0%

Ethylsulfamic acid phenyl ester

수율 71.0%

용매

toluene

반응 조건

후처리

1. 1
   온도heated
2. 2
   온도at reflux for 16 hr
3. 3
   온도The solution was cooled
4. 4
   기타The layers were separated
5. 5
   세척the organic layer was washed successively with 250 ml of a 20% sodium bicarbonate solution, two 300-ml portions of water
6. 6
   건조dried (magnesium sulfate)
7. 7
   기타The solvent was evaporated under reduced pressure
8. 8
   기타the oily residue was purified by chromatography (4.5×105 cm glass column; 550 g of silica gel; ethyl acetate-hexanes, 1:16)
9. 9
   workup.ADDITIONFractions containing the product
10. 10
    기타the solvents evaporated under reduced pressure

실험 절차

A solution of 18.8 g (0.2 mole) of phenol and 38.4 g (0.27 mole) of ethylaminosulfonyl chloride (Preparation 25) in 150 ml of toluene was stirred and heated at reflux for 16 hr. The solution was cooled and then treated with 250 ml of a 20% sodium bicarbonate solution. The layers were separated and the organic layer was washed successively with 250 ml of a 20% sodium bicarbonate solution, two 300-ml portions of water and dried (magnesium sulfate). The solvent was evaporated under reduced pressure and the oily residue was purified by chromatography (4.5×105 cm glass column; 550 g of silica gel; ethyl acetate-hexanes, 1:16). Fractions containing the product were combined and the solvents evaporated under reduced pressure to give 28.5 g (71%) of the title compound as a colorless liquid. Elemental analysis suggested that the product contained water.

출처