Reaktion #47109

Reaktionsgleichung

1-methoxy-2-propanol

ethyl diazoacetate

→

product 473

Ausbeute 64.9%

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

Ausbeute 64.9%

Lösungsmittel

heptane

dichloromethane

Reaktionsbedingungen

Aufarbeitung

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

Vorschrift

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).

Quelle