반응 #1782891

반응 방정식

HCl

7-benzenesulfonyl-9-methyl-3-oxa-7,9-diaza-bicyclo[3.3.1]nonane

toluene

→

title compound

수율 43.0%

9-Methyl-3-oxa-7,9-diaza-bicyclo[3.3.1]nonane hydrochloride

수율 43.0%

용매

xylene

반응 조건

후처리

1. 1
   workup.ADDITIONTo a mixture of the
2. 2
   온도Cooled to 23° C.
3. 3
   추출extracted twice with tert-butyl methyl ether
4. 4
   추출, extracted twice with tert-butyl methyl ether
5. 5
   건조the combined organic layer was dried over sodium sulfate
6. 6
   여과filtered, to the filtrate
7. 7
   workup.ADDITIONwas added ethanol (5 ml) and chlorotrimethylsilane (ca. 0.5 ml)
8. 8
   기타all volatiles were removed in vacuum

실험 절차

To a mixture of the above described 7-benzenesulfonyl-9-methyl-3-oxa-7,9-diaza-bicyclo[3.3.1]nonane (880 mg, 3.177 mmol) in xylene (20 ml) was added sodium dihydro-bis(2-methoxyethoxy)aluminate in toluene (2.423 ml, 7.947 mmol) and the mixture was stirred at 140° C. for 18 h. Cooled to 23° C., poured into 2 M HCl, extracted twice with tert-butyl methyl ether, the aqueous layer was made alkaline with 10 M NaOH-sol., extracted twice with tert-butyl methyl ether, the combined organic layer was dried over sodium sulfate, filtered, to the filtrate was added ethanol (5 ml) and chlorotrimethylsilane (ca. 0.5 ml) and all volatiles were removed in vacuum to give the title compound as a colorless oil (190 mg, 43%), MS (ISP) m/e=143.2 [(M+H)+].

출처