反应 #47109

ord-6478a7aef5894c6b944da9c656f93df6

反应方程式

COCC(C)O
1-methoxy-2-propanol
CCOC(=O)C=[N+]=[N-]
ethyl diazoacetate
CCOC(=O)COC(C)COC
product 473
收率 64.9%
CCOC(=O)COC(C)COC
(2-Methoxy-1-methylethoxy)acetic acid ethyl ester
收率 64.9%

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    过滤filtered through Celite
  2. 2
    其他the filtrate is evaporated
  3. 3
    workup.DISTILLATIONdistilled at 133° C.

实验过程

To a solution of 1-methoxy-2-propanol (900 mg, 10.0 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 for 30 min. The reaction mixture is diluted with heptane, filtered through Celite, and the filtrate is evaporated and the residue is vacuum distilled at 133° C. to give 1.03 g of the product 473. 1H NMR (CDCl3) δ 4.20 (q, 2H), 3.72 (m, 1H), 3.45 (dd, 1H), 3.37 (dd, 1H), 3.35 (s, 3H), 1.27 (t, 3H), 1.19 (d, 3H).

来源

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