반응 #2446554

반응 방정식

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

수율 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

수율 98.5%

용매

dichloromethane

반응 조건

후처리

1. 1
   workup.STIRRINGStirring
2. 2
   workup.WAITwas continued at ambient temperature overnight
3. 3
   기타The phases were separated with the aid of a phase separator
4. 4
   추출The aqueous phase was extracted twice with dichloromethane
5. 5
   기타dried with the aid of a phase separator
6. 6
   농축The combined organic phases were concentrated in vacuo

실험 절차

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.

출처