반응 #511806

반응 방정식

3-benzyloxy-1-propanol

sodium hydroxide

2,4,6-trichloro-N-chloromethyl-N-methylbenzenesulfonamide

→

N-(3-Benzyloxypropoxymethyl)-2,4,6-trichloro-N-methylbenzenesulfonamide

용매

toluene

반응 조건

후처리

1. 1
   기타Thereafter, the phases were separated
2. 2
   세척the organic phase was washed neutral with water (6×50 ml) and saturated sodium chloride solution (2×40 ml)
3. 3
   건조dried with Na2SO4
4. 4
   농축concentrated i
5. 5
   기타The crude product was purified by means of flash chromatography with cyclohexane/EtOAc (9:1)

실험 절차

A soln. of 3-benzyloxy-1-propanol (4.08 g, 3.90 ml, 24.5 mmol) and tetra-n-butylammonium hydrogen sulfate (1.78 g, 5.25 mmol) in toluene (100 ml) was cooled in an ice-bath and 35% strength sodium hydroxide solution (49.0 g, 140 ml, 1.22 mol) was added. A soln. of 2,4,6-trichloro-N-chloromethyl-N-methylbenzenesulfonamide (7.10 g, 22 mmol) in MC (60 ml) was then slowly added dropwise. The mixture was then stirred at RT for 15-20 h. Thereafter, the phases were separated and the organic phase was washed neutral with water (6×50 ml) and saturated sodium chloride solution (2×40 ml), dried with Na2SO4 and concentrated i. vac. The crude product was purified by means of flash chromatography with cyclohexane/EtOAc (9:1).

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