반응 #410853

ord-89cbb5de9fa948c39df2c25e5c23821f

반응 방정식

O
water
BrCCCBr
1,3-dibromopropane
O=C([O-])[O-].[K+].[K+]
potassium carbonate
Oc1c(Cl)cc(OCC=C(Cl)Cl)cc1Cl
2,6-dichloro-4-(3,3-dichloro-2-propenyloxy)phenol
ClC(Cl)=CCOc1cc(Cl)c(OCCCBr)c(Cl)c1
3,5-dichloro-4-(3-bromopropoxy)-1-(3,3-dichloro-2-propenyloxy)benzene
수율 77.4%

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    workup.ADDITIONwas slowly added dropwise
  2. 2
    추출extracted twice with 150 ml of diethyl ether
  3. 3
    세척washed with water
  4. 4
    건조dried over anhydrous magnesium sulfate
  5. 5
    농축concentrated
  6. 6
    기타to give a crude product

실험 절차

A reaction vessel was charged with 10.6 g of 1,3-dibromopropane, 5.53 g of potassium carbonate and 100 ml of N,N-dimethylformamide, and a solution of 10.1 g of 2,6-dichloro-4-(3,3-dichloro-2-propenyloxy)phenol dissolved in 40 ml of N,N-dimethylformamide was slowly added dropwise. After stirring at room temperature for 24 hours, the reaction mixture was poured into water and extracted twice with 150 ml of diethyl ether. The ether layers were combined, washed with water, dried over anhydrous magnesium sulfate, and then concentrated to give a crude product. The crude product was subjected to silica gel chromatography, which afforded 11.1 g of 3,5-dichloro-4-(3-bromopropoxy)-1-(3,3-dichloro-2-propenyloxy)benzene (77% yield).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US06214835B1uspto-grants-2001_04