Reaktion #164147

Reaktionsgleichung

Aniline

(S)-methyl 2-(methylsulfonyloxy)-2-phenylacetate

→

pale yellow solid

Ausbeute 92.0%

(R)-methyl 2-phenyl-2-(phenylamino)acetate

Ausbeute 92.0%

Lösungsmittel

CH3CN

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe resulting crude is partitioned between EtOAc (200 mL) and 1N HCl (200 mL)
2. 2
   Extraktionthe aqueous phase is extracted with EtOAc (3×200 mL)
3. 3
   TrocknenThe combined organic layers are dried over Na2SO4
4. 4
   Filtrationfiltered
5. 5
   Sonstigeevaporated under vacuum

Vorschrift

Aniline (16.8 mL, 184 mmol) is added to a solution of (S)-methyl 2-(methylsulfonyloxy)-2-phenylacetate (I5) (22.4 g, 92.0 mmol) in CH3CN (50 mL). The mixture is heated under MW irradiation at 120° C. for 5 minutes (UPLC-MS monitoring: complete conversion). The resulting crude is partitioned between EtOAc (200 mL) and 1N HCl (200 mL) and the aqueous phase is extracted with EtOAc (3×200 mL). The combined organic layers are dried over Na2SO4, filtered and evaporated under vacuum to obtain 20.3 g of a pale yellow solid (92% yield), which is used in the next step without any additional purification.

Quelle