반응 #164166

반응 방정식

(R)-quinuclidin-3-ol

DCC

Phenyl-(3-trifluoromethoxy-phenylamino)-acetic acid hydrochloride

HOBT

→

title compound

수율 86.0%

phenyl-(3-trifluoromethoxy-phenylamino)-acetic acid (R)-(1-aza-bicyclo[2.2.2]oct-3-yl)ester

수율 86.0%

용매

THF

반응 조건

후처리

1. 1
   여과PS-DCC is filtered off
2. 2
   기타the filtrate is evaporated
3. 3
   workup.DISSOLUTIONThe resulting residue is dissolved in EtOAc
4. 4
   세척washed with water, sat. NaHCO3, water and brine
5. 5
   건조The organic phase is dried over Na2SO4
6. 6
   여과filtered
7. 7
   기타evaporated

실험 절차

PS-DCC (920 mg, 1.15 mmol, loading: 1.25 mmol/g) is suspended in THF (15 mL). Phenyl-(3-trifluoromethoxy-phenylamino)-acetic acid hydrochloride (I40) (200 mg, 0.57 mmol) and HOBT (176 mg, 1.15 mmol) are added, followed by (R)-quinuclidin-3-ol (219 mg, 1.73 mmol) and the mixture is shaken for 16 hours at RT. PS-DCC is filtered off and the filtrate is evaporated. The resulting residue is dissolved in EtOAc and washed with water, sat. NaHCO3, water and brine. The organic phase is dried over Na2SO4, filtered and evaporated to give the title compound as a colorless oil (206 mg, 85% yield, mixture of diastereoisomers).

출처