반응 #64862

ord-07cd20d9a5744d628778aeaa05aa92ac

반응 방정식

C=O
paraformaldehyde
CCOC(=O)C(F)(F)Br
ethyl difluorobromoacetate
[Cl-].[NH4+]
ammonium chloride
CCOC(=O)C(F)(F)CO
ethyl 2,2-difluoro-3-hydroxypropionate

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    온도was heated
  2. 2
    온도under reflux for 0.5 h
  3. 3
    추출extracted with diethyl ether

실험 절차

A mixture of paraformaldehyde (4.5 g, 50 mmol), ethyl difluorobromoacetate (10.2 g, 50 mmol) and activated zinc dust (3.3 g, 40 mmol) in anhydrous tetrahydrofuran was heated under reflux for 0.5 h. Then the mixture was treated with a saturated aqueous solution of ammonium chloride and extracted with diethyl ether. After usual work-up the desired compound ethyl 2,2-difluoro-3-hydroxypropionate was obtained by flash chromatography on silica gel (ethyl acetate:hexane; 25:75) (4.1 g, 53%).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US05416076uspto-grants-1995_05