反応 #47088

ord-1a5b12cd52534597acd79291a1c1607a

反応方程式

OC1CCCCC1
cyclohexanol
CCOC(=O)C=[N+]=[N-]
ethyl diazoacetate
CCOC(=O)COC1CCCCC1
product 407
CCOC(=O)COC1CCCCC1
Cyclohexyloxyacetic acid ethyl ester

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    ろ過filtered through Celite
  2. 2
    その他the filtrate is evaporated
  3. 3
    workup.DISTILLATIONdistilled at 150° C.

実験手順

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)

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US07741493B2uspto-grants-2010_06