反応 #1107023

反応方程式

tert-butyldimethylchlorosilane

tert-butyl 6-hydroxyhexylcarbamate

imidazole

→

tert-Butyl 6-(tert-butyldimethylsilyloxy)hexylcarbamate

収率 87.0%

溶媒

CH2Cl2

反応条件

後処理

1. 1
   その他was kept at 25° C.
2. 2
   その他To the resulting reaction mixture
3. 3
   温度to warm to 25° C.
4. 4
   workup.STIRRINGstirred for 16 h
5. 5
   ろ過filtered
6. 6
   洗浄The filtrate was washed with 1 N HCl (2×25 ml) and brine (30 ml)
7. 7
   乾燥dried over Na2SO4
8. 8
   ろ過filtered
9. 9
   その他evaporated under reduced pressure
10. 10
    その他The residue was purified by SiO2 flash column (eluent

実験手順

To a solution of tert-butyl 6-hydroxyhexylcarbamate (21 mmol) in CH2Cl2 (30 ml) was added imidazole (27 mmol) at 0° C. The reaction mixture was kept at 25° C. and stirred for 20 min, then cooled to 0° C. To the resulting reaction mixture was added tert-butyldimethylchlorosilane (23 mmol) dropwise over 30 min at 0° C. The reaction mixture was allowed to warm to 25° C. and stirred for 16 h and then filtered. The filtrate was washed with 1 N HCl (2×25 ml) and brine (30 ml), dried over Na2SO4, filtered and evaporated under reduced pressure. The residue was purified by SiO2 flash column (eluent: petroleum ether and then CH2Cl2). Yield 6.53 g (87% yield).

出典