반응 #58962

ord-0164f956a36a4202a26f3ae97f3d202d

반응 방정식

CCOP(=O)(Cc1ccccc1CBr)OCC
diethyl [2-(bromomethyl)benzyl]phosphonate
O=C1NC(=O)c2ccccc21.[K]
potassium phthalimide
CN(C)C=O
N,N-dimethylformamide
CCOP(=O)(Cc1ccccc1CN1C(=O)c2ccccc2C1=O)OCC
diethyl {2-[(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl]benzyl}phosphonate
수율 84.1%

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    추출the mixture was extracted with ethyl acetate
  2. 2
    건조dried over anhydrous magnesium sulfate
  3. 3
    농축concentrated
  4. 4
    기타Recrystallization of the residue from ethyl acetate-hexane

실험 절차

A mixture of diethyl [2-(bromomethyl)benzyl]phosphonate (11.2 g), potassium phthalimide (6.46 g) and N,N-dimethylformamide (100 ml) was stirred at room temperature for 14 hrs. The reaction mixture was poured into water, and the mixture was extracted with ethyl acetate. The organic layer was ashed with water, dried over anhydrous magnesium sulfate, and concentrated. Recrystallization of the residue from ethyl acetate-hexane gave diethyl {2-[(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl]benzyl}phosphonate (11.3 g, 83%) as colorless prism crystals. melting point: 91-92° C.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US07423159B2uspto-grants-2008_09