Reacción #1702046

Ecuación de reacción

Water

CDI

(R)-[4-(3-Oxo-cyclopentyl)-phenoxy]-acetic acid

Ammonium hydroxide

→

title compound

Rendimiento 81.0%

2-[4-[(1R)-3-Oxocyclopentyl]phenoxy]acetamide

Rendimiento 81.0%

Disolventes

DMF

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroa precipitate formed
2. 2
   Filtraciónthe precipitate filtered off
3. 3
   Otrodried in vacuo

Procedimiento

(R)-[4-(3-Oxo-cyclopentyl)-phenoxy]-acetic acid (preparation 31) (1.6 mmol, 375 mg) was dissolved in DMF (3 mL), then CDI (1.84 mmol, 299 mg) was added and the reaction mixture stirred at r.t. for 90 min. Ammonium hydroxide (25% aq, 7 mL) was added and a precipitate formed. Water (7 mL) was added and the precipitate filtered off and dried in vacuo to yield the title compound (302 mg, 81%). 1H NMR (300 MHz, CDCl3) δ 7.25-7.14 (m, 2H), 6.97-6.83 (m, 2H), 6.78 (bs, 1H), 5.91 (bs, 1H), 4.49 (s, 2H), 3.52-3.28 (m, 1H), 2.77-2.57 (m, 1H), 2.57-2.11 (m, 5H), 2.09-1.79 (m, 1H).

Fuente