反応 #53624

反応方程式

Magnesium

compound ( 55 )

(2-Benzenesulfonyl-1-ethyl-2,7,8,9-tetrahydro-6-oxa-2-azabenzo[cd]azulen-8-yl)dimethylamine

→

titled compound

収率 79.0%

(1-Ethyl-2,7,8,9-tetrahydro-6-oxa-2-azabenzo[cd]azulen-8-yl)dimethylamine

収率 79.0%

溶媒

chloroform

methanol

反応条件

後処理

1. 1
   workup.ADDITIONIce was added to the reaction mixture which
2. 2
   ろ過The insoluble materials were filtered off through cerite and the filtrate
3. 3
   抽出was extracted with chloroform
4. 4
   洗浄The extracts were washed with brine
5. 5
   乾燥dried over anhydrous magnesium sulfate
6. 6
   濃縮concentrated under reduced pressure
7. 7
   その他The residue obtained
8. 8
   その他was chromatographed on aluminum oxide in chloroform:hexane (2:1)

実験手順

Magnesium (turning) 246 mg was added to compound (55) in methanol 9 ml and the mixture was stirred at room temperature for 3 h. Ice was added to the reaction mixture which was diluted with chloroform. The insoluble materials were filtered off through cerite and the filtrate was extracted with chloroform. The extracts were washed with brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue obtained was chromatographed on aluminum oxide in chloroform:hexane (2:1) to give the titled compound as a pale yellow oil 97.8 mg. Yield 79%. This was treated with 1 eq. oxalic acid to give the salt, which was recrystallized from ether-methanol to give colorless crystals, m.p. 236-237° C. (dec.).

出典