Reaktion #47080

ord-8049abc59b7d4bb6ae237a480e07cebf

Reaktionsgleichung

OCc1ccccc1
benzyl alcohol
CCOC(=O)C=[N+]=[N-]
ethyl diazoacetate
CCOC(=O)COCc1ccccc1
product 390
Ausbeute 93.2%
CCOC(=O)COCc1ccccc1
Benzyloxyacetic acid ethyl ester
Ausbeute 93.2%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    workup.DISTILLATIONdistilled at 110° C.

Vorschrift

To a solution of benzyl alcohol (1.04 mL, 10.0 mmol) in dichloromethane (30 mL) is added rhodium (II) acetate dimer (40 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 rotary evaporated, and the residue is vacuum distilled at 110° C. to give 1.81 g of the product 390. 1H NMR (CDCl3) δ 7.4-7.26 (m, 5H), 4.65 (s, 2H), 4.23 (q, 2H), 4.10 (s, 2H), 1.30 (t, 3H).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07741493B2uspto-grants-2010_06