반응 #44493

반응 방정식

NaH

but-2-ene-1,4-diol

tert-butyl-chlorodiphenylsilane

→

4-(tert-Butyl-diphenyl-silanyloxy)-but-2-en-1-ol

용매

tetrahydrofuran

반응 조건

후처리

1. 1
   workup.ADDITIONAfter the addition
2. 2
   workup.STIRRINGstirred for another two hours
3. 3
   workup.ADDITIONwas added drop wise
4. 4
   workup.WAITAfter twenty minutes
5. 5
   기타the cooling bath was removed
6. 6
   workup.STIRRINGto stir overnight at room temperature
7. 7
   workup.ADDITIONSaturated NH4Cl was poured into the reaction mixture
8. 8
   기타the reaction was partitioned with diethyl ether (200 mL)
9. 9
   세척The organic layer was washed with brine
10. 10
    건조dried (MgSO4)
11. 11
    여과filtered
12. 12
    기타The resulting oil was used in the following step without further purification

실험 절차

NaH (3 g, 75 mmol, 60% in oil) was added portion-wise to a stirred and cooled (0° C.) solution of but-2-ene-1,4-diol (6 g, 68.09 mmol) in dry tetrahydrofuran (250 mL). After the addition, the mixture was allowed to warm to room temperature and stirred for another two hours. The resulting white mixture was then cooled (0° C.) and tert-butyl-chlorodiphenylsilane (15.7 mL, 61.28 mmol) was added drop wise. After twenty minutes, the cooling bath was removed and the mixture was allowed to stir overnight at room temperature. Saturated NH4Cl was poured into the reaction mixture and the reaction was partitioned with diethyl ether (200 mL). The organic layer was washed with brine, dried (MgSO4), and filtered. The resulting oil was used in the following step without further purification.

출처