تفاعل #164166

معادلة التفاعل

(R)-quinuclidin-3-ol

DCC

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

HOBT

→

title compound

المردود 86.0%

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

المردود 86.0%

المذيبات

THF

ظروف التفاعل

المعالجة

1. 1
   ترشيحPS-DCC is filtered off
2. 2
   أخرىthe filtrate is evaporated
3. 3
   workup.DISSOLUTIONThe resulting residue is dissolved in EtOAc
4. 4
   غسيلwashed with water, sat. NaHCO3, water and brine
5. 5
   تجفيفThe organic phase is dried over Na2SO4
6. 6
   ترشيحfiltered
7. 7
   أخرىevaporated

الإجراء التجريبي

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).

المصدر