반응 #364836

반응 방정식

2-methyl-3-buten-2-ol

tris(trimethylsilyl)silane

→

title compound

수율 75.0%

2,6,6-Trimethyl-5,5-bis(trimethylsilyl)-5,6-disilaheptan-2-ol

수율 75.0%

반응 조건

후처리

1. 1
   기타A dried reaction flask
2. 2
   기타equipped
3. 3
   기타fitted with a reflux condenser
4. 4
   기타was flushed with nitrogen
5. 5
   workup.ADDITIONcharged with toluene (500 mL)
6. 6
   기타Oxygen was purged from the system
7. 7
   workup.ADDITIONwere added to the flask
8. 8
   workup.STIRRINGwith stirring
9. 9
   농축The resulting solution was concentrated under reduced pressure, and distillation under vacuum (bp 90-104° C. at 0.10 mm)

실험 절차

A dried reaction flask equipped for magnetic stirring and fitted with a reflux condenser was flushed with nitrogen and charged with toluene (500 mL). Oxygen was purged from the system by passing a stream of nitrogen through the solvent, 2-methyl-3-buten-2-ol (43.1 g, 500 mmol), tris(trimethylsilyl)silane (25.0 g, 100 mmol), and 1,1′-azobis(cyclohexanecarbonitrile) (1.22 g, 5 mmol) were added to the flask, and the reaction mixture was heated for 20 hours at 110° C. with stirring. The resulting solution was concentrated under reduced pressure, and distillation under vacuum (bp 90-104° C. at 0.10 mm) afforded the title compound (25.1 g, 74%) as a colorless solid. The distilled product was characterized by the following NMR data: 1H NMR (CDCl3) δ 0.14 (s, 27 H), 0.70-0.80 (m, 2 H), 1.17 (s, 6 H), 1.30 (br s, 1 H), 1.45-1.55 (m, 2 H); 13C NMR (CDCl3) δ 1.06 (9 C), 1.24 (1 C), 28.35 (2 C), 42.99 (1 C), 71.64 (1 C); 29Si NMR (CDCl3) δ −80.90 (1 Si), −12.83 (3 Si).

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