Reaktion #47088
ord-1a5b12cd52534597acd79291a1c1607a
Reaktionsgleichung
cyclohexanol
ethyl diazoacetate
→
product 407
Cyclohexyloxyacetic acid ethyl ester
Reagenzien
Lösungsmittel
Reaktionsbedingungen
Detaillierte Bedingungen
See reaction.notes.procedure_details.
Aufarbeitung
- 1Filtrationfiltered through Celite
- 2Sonstigethe filtrate is evaporated
- 3workup.DISTILLATIONdistilled at 150° C.
Vorschrift
To a solution of cyclohexanol (1.0 g, 0.95 mmol) in dichloromethane (30 mL) is added rhodium (II) acetate dimer (44 mg) followed by ethyl diazoacetate (1.14 g, 10.0 mmol). The reaction mixture is stirred at RT for 20 min. The reaction mixture is diluted with Et2O, filtered through Celite, and the filtrate is evaporated and the residue is vacuum distilled at 150° C. to give 1.57 g of the product 407. 1H NMR (CDCl3) δ 4.23 (q, 2H), 4.10 (s, 2H), 3.33 (m, 1H), 1.93 (m, 2H), 1.74 (m, 2H), 1.54 (m, 1H), 1.4-1.1 (m, 8H)