Reaktion #47092

Reaktionsgleichung

cyclohexylmethanol

ethyl diazoacetate

MeOH

→

product 419

Ausbeute 100.9%

(Cyclohexylmethoxy)acetic acid ethyl ester

Ausbeute 100.9%

Lösungsmittel

dichloromethane

Et2O

Reaktionsbedingungen

Aufarbeitung

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

Vorschrift

To a solution of cyclohexylmethanol (1.23 mL, 10.0 mmol) in dichloromethane (30 mL) is added rhodium (II) acetate dimer (11 mg) followed by ethyl diazoacetate (1.05 mL, 10.0 mmol). The reaction mixture is stirred at RT for 30 min. To the reaction mixture is added MeOH, and the reaction mixture is rotary evaporated, and the residue dissolved in Et2O, filtered through Celite, and the filtrate is evaporated and the residue is vacuum distilled at to give 2.02 g of the product 419. 1H NMR (CDCl3) δ 4.22 (q, 2 H), 4.05 (s, 2 H), 3.33 (d, 2 H), 1.8-1.5 (m, 7 H), 1.4-1.1 (m, 5 H), 1.1-0.9 (m, 2 H); MS: m/z 200 (M++1).

Quelle