반응 #47109

ord-6478a7aef5894c6b944da9c656f93df6

반응 방정식

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

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    여과filtered through Celite
  2. 2
    기타the filtrate is evaporated
  3. 3
    workup.DISTILLATIONdistilled at 133° C.

실험 절차

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).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US07741493B2uspto-grants-2010_06