Réaction #1702046

Équation de réaction

Water

CDI

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

Ammonium hydroxide

→

title compound

Rendement 81.0%

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

Rendement 81.0%

Solvants

DMF

Conditions de réaction

Traitement

1. 1
   Autrea precipitate formed
2. 2
   Filtrationthe precipitate filtered off
3. 3
   Autredried in vacuo

Mode opératoire

(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).

Source