반응 #164188

반응 방정식

(R)-Quinuclidin-3-yl 2-amino-2-phenylacetate dihydrochloride

NH4OH

→

oil

수율 73.2%

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

수율 73.2%

용매

MeOH

반응 조건

후처리

1. 1
   기타is evaporated under vacuum
2. 2
   workup.DISSOLUTIONThe residue is dissolved in DCM/MeOH (4.5/0.5 mL)
3. 3
   workup.ADDITIONabout 1 g of SiO2 is added
4. 4
   기타The suspension is evaporated
5. 5
   기타purified
6. 6
   세척eluting with DCM/MeOH/NH4OH=9.2/0.8/0.1 to 9/1/0.1

실험 절차

(R)-Quinuclidin-3-yl 2-amino-2-phenylacetate dihydrochloride (C25) (1.11 g, 3.33 mmol) is dissolved in MeOH (10 mL) and 32% NH4OH (2.0 mL, 16.07 mmol) is added. The solution is stirred at RT for 30 seconds and then is evaporated under vacuum. The residue is dissolved in DCM/MeOH (4.5/0.5 mL) and about 1 g of SiO2 is added. The suspension is evaporated and the residue is loaded on a silica gel column and purified eluting with DCM/MeOH/NH4OH=9.2/0.8/0.1 to 9/1/0.1 to collect intermediate I124 as a pale yellow oil (635 mg, 73% yield).

출처