Hydrochloric Acid → 1-[4-(4-Chlorophenoxy)-2-propylphenyl]ethanone

HRID 1172811

Reaktionsgleichung

Reaktionsgleichung von HRID 1172811
FC(F)(F)S(O[C:7]1[CH:12]=[CH:11][C:10]([O:13][C:14]2[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][CH:15]=2)=[CH:9][C:8]=1[CH2:21][CH2:22][CH3:23])(=O)=O.[CH:26]([O:28]CCCC)=[CH2:27].C(N(CC)CC)C.C1(P(C2C=CC=CC=2)CCCP(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.Cl>CN(C=O)C.C([O-])(=O)C.[Pd+2].C([O-])(=O)C>[Cl:20][C:17]1[CH:18]=[CH:19][C:14]([O:13][C:10]2[CH:11]=[CH:12][C:7]([C:26](=[O:28])[CH3:27])=[C:8]([CH2:21][CH2:22][CH3:23])[CH:9]=2)=[CH:15][CH:16]=1

Komponenten

8

Edukt 5

HCID 313Hydrochloric AcidHCID 8108Butyl vinyl etherHCID 8471TriethylamineHCID 812191,3-Bis(diphenylphosphino)propaneHCID 574201394-(4-Chlorophenoxy)-2-propylphenyl trifluoromethanesulfonate

Produkt 1

HCID 574201401-[4-(4-Chlorophenoxy)-2-propylphenyl]ethanone

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 167845palladium(II) acetateKatalysatorHCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

A mixture of the product from Step 6 (2.0 g, 5.0 mmol), n-butyl vinyl ether (25 mmol), triethylamine (0.83 mL, 6.0 mmol), palladium acetate (0.125 mmol) and 1,3-bis(diphenylphosphino)propane (51.5 mg, 0.125 mmol) in DMF (25 mL) was heated at 80° C. under nitrogen for 4 h. The reaction mixture was poured into 1 N hydrochloric acid and extracted with ethyl acetate. The organic phase was washed with water and concentrated. The residue was purified by chromatography on silica gel to afford the title product.

Aufarbeitung

  1. extractionextracted with ethyl acetate
  2. washThe organic phase was washed with water
  3. concentrationconcentrated
  4. customThe residue was purified by chromatography on silica gel

Quellen und Nachweise

ORD-Eintrag
ord-63abfcd3df294a0d9084bf9e7ce43386
Quelldatensatz
uspto-grants-2010_11
Patentnummer
US07834036B2

Verknüpfte Notizen

Wird geladen…