반응 #76333

ord-73ca825ebf214663a74506c9c8a9a65f

반응 방정식

O
water
O=Cc1cccc(O)c1
3-hydroxybenzaldehyde
Clc1ncccn1
2-chloropyrimidine
O=C([O-])[O-].[K+].[K+]
K2CO3
O=Cc1cccc(Oc2ncccn2)c1
3-(2-pyrimidinyl-oxy)benzaldehyde
수율 71.0%

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    추출extracted with Et2O
  2. 2
    세척The organic layer was washed with 2.5 N NaOH, 1 N HCl, saturated NaHCO3 and brine
  3. 3
    건조dried (MgSO4)
  4. 4
    기타evaporated

실험 절차

Ex-605A) A slurry of 3-hydroxybenzaldehyde (1.22 g, 10 mmol), 2-chloropyrimidine (1.14 g, 10 mmol) and K2CO3 (1.65 g, 12 mmol) in DMSO (20 mL) was heated to 100° C. for 1 h. The cooled mixture was poured into water and extracted with Et2O. The organic layer was washed with 2.5 N NaOH, 1 N HCl, saturated NaHCO3 and brine, dried (MgSO4) and evaporated to yield 1.42 g (71%) of the desired 3-(2-pyrimidinyl-oxy)benzaldehyde product as a white solid which was used without further purification. 1H NMR (C6D6) δ7.12 (t, 1H), 7.54 (m, 1H), 7.66 (t, 1H), 7.78 (m, 1H), 7.83 (m, 1H), 8.64 (d, 2H), 10.05 (s, 1H).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US06699898B2uspto-grants-2004_03