반응 #45919

ord-803d65da74664f0e8ad0f65cc171b8de

반응 방정식

Cl.ClCCN1CCCC1
1-(2-chloroethyl)pyrrolidine hydrochloride
O=Cc1cccc(O)c1
3-hydroxybenzaldehyde
O=C([O-])[O-].[Cs+].[Cs+]
Cs2CO3
O=Cc1cccc(OCCN2CCCC2)c1
3-(2-pyrrolidin-1-yl-ethoxy)benzaldehyde

용매

반응 조건

온도
90°CELSIUS
상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    온도After cooling to rt
  2. 2
    기타the reaction was quenched by cold H2O (50 mL)
  3. 3
    추출the resulting mixture was extracted with EtOAc (3×100 mL)
  4. 4
    세척The combined EtOAc extracts were washed with brine (3×50 mL)
  5. 5
    건조dried (anhydrous Na2SO4)
  6. 6
    기타The solvent was removed in vacuo

실험 절차

To a stirred solution of 3-hydroxybenzaldehyde (20 mmol) in DMSO (50 mL) at rt, solid Cs2CO3 (60 mmol) was added. 1-(2-chloroethyl)pyrrolidine hydrochloride (30 mmol) was added to the reaction mixture and heated to 90° C. for 9 h. After cooling to rt, the reaction was quenched by cold H2O (50 mL), and the resulting mixture was extracted with EtOAc (3×100 mL). The combined EtOAc extracts were washed with brine (3×50 mL) and dried (anhydrous Na2SO4). The solvent was removed in vacuo to afford crude 3-(2-pyrrolidin-1-yl-ethoxy)benzaldehyde.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US07737285B2uspto-grants-2010_06