反応 #2446554

反応方程式

sodium

4-(1-(5-phenyl-1,3,4-oxadiazole-2-carbonyl)azetidin-3-yloxy)benzaldehyde

5-oxa-2-azaspiro[3.4]octane hydrochloride

triethylamine

NaHCO3

→

colourless residue

収率 98.5%

(3-(4-(5-oxa-2-azaspiro[3.4]octan-2-ylmethyl)phenoxy)azetidin-1-yl)(5-phenyl-1,3,4-oxadiazol-2-yl)methanone

収率 98.5%

溶媒

dichloromethane

反応条件

後処理

1. 1
   workup.STIRRINGStirring
2. 2
   workup.WAITwas continued at ambient temperature overnight
3. 3
   その他The phases were separated with the aid of a phase separator
4. 4
   抽出The aqueous phase was extracted twice with dichloromethane
5. 5
   その他dried with the aid of a phase separator
6. 6
   濃縮The combined organic phases were concentrated in vacuo

実験手順

To a solution of 4-(1-(5-phenyl-1,3,4-oxadiazole-2-carbonyl)azetidin-3-yloxy)benzaldehyde (70 mg, 0.20 mmol) in dichloromethane (2 mL) was added 5-oxa-2-azaspiro[3.4]octane hydrochloride (80 mg, 0.53 mmol) and triethylamine (0.100 mL, 0.72 mmol). After stirring at ambient temperature for 30 minutes, sodium triacetoxyhydroborate (70 mg, 0.33 mmol) was added. Stirring was continued at ambient temperature overnight, after which NaHCO3 (aq, sat, 5 ml) was added. The phases were separated with the aid of a phase separator. The aqueous phase was extracted twice with dichloromethane and dried with the aid of a phase separator. The combined organic phases were concentrated in vacuo to afford 88 mg of a colourless residue.

出典