반응 #1455939

반응 방정식

1,4-dichlorobutan-2(S),3(S)-diol sulfate

phthalimide potassium salt

→

N-(1,4-Dichloro-2(S)-hydroxy-3(R)-butyl)phthalimide

수율 104.7%

용매

DMF

반응 조건

후처리

1. 1
   기타Solvent was removed under reduced pressure
2. 2
   workup.DISSOLUTIONThe residue was dissolved with dry THF (3 mL)
3. 3
   workup.ADDITIONTo the resulting solution were added conc. H2SO4 (13 μl) and water (5 μl)
4. 4
   workup.ADDITIONAfter 30 min excess sodium bicarbonate (˜52 mg) was added
5. 5
   workup.STIRRINGthe reaction mixture was stirred for 30 min
6. 6
   여과Filtration through a Celite and silica gel bed and concentration of the filtrate under reduced pressure

실험 절차

A mixture of 1,4-dichlorobutan-2(S),3(S)-diol sulfate (57.2 mg, 0.258 mmol) and phthalimide potassium salt (51.4 mg, 0.272 mmol) in dry DMF (1.3 mL) was stirred under nitrogen atmosphere at rt for 1 h. Solvent was removed under reduced pressure. The residue was dissolved with dry THF (3 mL). To the resulting solution were added conc. H2SO4 (13 μl) and water (5 μl). After 30 min excess sodium bicarbonate (˜52 mg) was added and the reaction mixture was stirred for 30 min. Filtration through a Celite and silica gel bed and concentration of the filtrate under reduced pressure provided N-(1,4-Dichloro-2(S)-hydroxy-3(R)-butyl)phthalimide (77.8 mg) as a colorless oil.

출처