Reaktion #10819

Reaktionsgleichung

N-(4-acetyl-phenyl)-N-methyl-methanesulfonamide

2-(4-formyl-5-methoxy-2-thiophen-2-yl-phenoxy)-2-methyl-propionic acid

lithium methoxide

→

2-(4-{3-[4-(Methanesulfonyl-methyl-amino)-phenyl]-3-oxo-E-propenyl}-5-methoxy-2-thiophen-2-yl-phenoxy)-2-methyl-propionic acid

Lösungsmittel

water

DMF

MeOH

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionwas then extracted with isopropyl acetate (2×50 mL)
2. 2
   SonstigeThe aqueous portion was collected
3. 3
   ExtraktionThe aqueous solution was then extracted with isopropyl acetate (2×50 mL)

Vorschrift

A solution of N-(4-acetyl-phenyl)-N-methyl-methanesulfonamide (Ex-101A, 298 mg, 1.31 mmol) and 2-(4-formyl-5-methoxy-2-thiophen-2-yl-phenoxy)-2-methyl-propionic acid (Ex-47D, 400 mg, 1.20 mmol) in DMF (5.25 mL) and MeOH (2.25 mL) was treated with lithium methoxide (182 mg, 4.8 mmol) and stirred for 6 hours at room temperature under nitrogen atmosphere. The reaction mixture was diluted with water (25 mL) which was then extracted with isopropyl acetate (2×50 mL). The aqueous portion was collected and acidified to a pH of 3 with 3N HCl. The aqueous solution was then extracted with isopropyl acetate (2×50 mL).

Quelle