Iodine → 4-(2-Iodo-5-methoxyphenyl)butan-2-one

HRID 1252186

Reaktionsgleichung

Reaktionsgleichung von HRID 1252186
[I:1]I.[CH3:3][O:4][C:5]1[CH:6]=[C:7]([CH2:11][CH2:12][C:13](=[O:15])[CH3:14])[CH:8]=[CH:9][CH:10]=1>C(O)(=O)C.C([O-])(=O)C.[Ag+]>[I:1][C:8]1[CH:9]=[CH:10][C:5]([O:4][CH3:3])=[CH:6][C:7]=1[CH2:11][CH2:12][C:13](=[O:15])[CH3:14]

Komponenten

5

Edukt 2

HCID 807IodineHCID 114239024-(3-Methoxyphenyl)butan-2-one

Produkt 1

HCID 140254744-(2-Iodo-5-methoxyphenyl)butan-2-oneAusbeute 82,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 11246Silver acetateKatalysatorHCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

Samples of iodine (42.4 g, 0.167 mole) and silver acetate (27.87 g, 0.167 mole) were added in portions to a solution of 29.8 g (0.167 mole) of 1-(3-methoxyphenyl)- butane-3-one in 167 ml of glacial acetic acid. The mixture was stirred one hour. The silver iodide was removed by filtration and washed with acetic acid. The filtrate was partitioned between ether and water. The ether layer was washed with water, sodium bicarbonate solution and sodium thiosulfate solution. The ether solution was dried with MgSO4 and evaporated to dryness in vacuo. There was obtained 41.8 g (82% yield) of oily 1-(2-iodo-5-methoxyphenyl)butane-3-one.

Aufarbeitung

  1. customThe silver iodide was removed by filtration
  2. washwashed with acetic acid
  3. customThe filtrate was partitioned between ether and water
  4. washThe ether layer was washed with water, sodium bicarbonate solution and sodium thiosulfate solution
  5. dry with materialThe ether solution was dried with MgSO4
  6. customevaporated to dryness in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-2f9db0455b274bb48bba5b49c2310bc7
Quelldatensatz
uspto-grants-1988_05
Patentnummer
US04742084

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