Reaktion #358827

ord-93b2067e8c8a4324bfb993330458cb36

Reaktionsgleichung

O=C([O-])[O-].[K+].[K+]
K2CO3
Cl.ClCCN1CCCC1
N-(2-chloroethyl)-pyrrolidine-hydrochloride
Oc1ccc(Br)cc1Cl
4-bromo-2-chloro-phenol
Clc1cc(Br)ccc1OCCN1CCCC1
1-[2-(4-bromo-2-chloro-phenoxy)-ethyl]-pyrrolidine

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Extraktionextracted once with 30 mL water and twice with 30 mL
  2. 2
    TrocknenThe organic phase is dried over MgSO4
  3. 3
    SonstigeFurther purification

Vorschrift

415 mg (3.00 mmol) K2CO3 and 170 mg (1.00 mmol) N-(2-chloroethyl)-pyrrolidine-hydrochloride is added to a solution of 207 mg (1.00 mmol) 4-bromo-2-chloro-phenol in 5 mL DMF and the mixture is stirred for 24 h at RT. The reaction mixture is diluted with 50 mL EtOAc, extracted once with 30 mL water and twice with 30 mL semisaturated NaHCO3 solution. The organic phase is dried over MgSO4 and the solvent is eliminated i.vac. Further purification is carried out by column chromatography on silica gel (gradient: DCM to DCM/MeOH 9:1).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07452911B2uspto-grants-2008_11