Réaction #47109

Équation de réaction

1-methoxy-2-propanol

ethyl diazoacetate

→

product 473

Rendement 64.9%

(2-Methoxy-1-methylethoxy)acetic acid ethyl ester

Rendement 64.9%

Solvants

heptane

dichloromethane

Conditions de réaction

Traitement

1. 1
   Filtrationfiltered through Celite
2. 2
   Autrethe filtrate is evaporated
3. 3
   workup.DISTILLATIONdistilled at 133° C.

Mode opératoire

To a solution of 1-methoxy-2-propanol (900 mg, 10.0 mmol) in dichloromethane (20 mL) is added rhodium (II) acetate dimer (10 mg) followed by ethyl diazoacetate (0.95 mL, 9.0 mmol). The reaction mixture is stirred at rt for 30 min. The reaction mixture is diluted with heptane, filtered through Celite, and the filtrate is evaporated and the residue is vacuum distilled at 133° C. to give 1.03 g of the product 473. 1H NMR (CDCl3) δ 4.20 (q, 2H), 3.72 (m, 1H), 3.45 (dd, 1H), 3.37 (dd, 1H), 3.35 (s, 3H), 1.27 (t, 3H), 1.19 (d, 3H).

Source