Reaktion #47099

Reaktionsgleichung

cyclopentanol

ethyl diazoacetate

→

product 444

Ausbeute 67.1%

Cyclopentyloxyacetic acid ethyl ester

Ausbeute 67.1%

Lösungsmittel

heptane

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Filtrationfiltered
2. 2
   SonstigeThe filtrate is evaporated
3. 3
   workup.DISTILLATIONthe residue vacuum distilled at 150° C.

Vorschrift

To a solution of cyclopentanol (0.91 mL, 9.5 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 overnight. The reaction mixture is diluted with heptane, and filtered. The filtrate is evaporated, and the residue vacuum distilled at 150° C. to give 1.04 g of the product 444. 1H NMR (CDCl3) δ 4.21 (q, 2 H), 4.04 (s, 2 H), 1.85-1.45 (m, 8 H), 1.29 (t, 3 H)

Quelle