Butyl iodide → 1-(5-Acetyl-3-butyl-2,4-dihydroxyphenyl)ethanone

HRID 435203

Reaktionsgleichung

Reaktionsgleichung von HRID 435203
[C:1]([C:4]1[CH:10]=[C:9]([C:11](=[O:13])[CH3:12])[C:7]([OH:8])=[CH:6][C:5]=1[OH:14])(=[O:3])[CH3:2].[OH-].[Na+].I[CH2:18][CH2:19][CH2:20][CH3:21]>O>[CH2:18]([C:6]1[C:7]([OH:8])=[C:9]([C:11](=[O:13])[CH3:12])[CH:10]=[C:4]([C:1](=[O:3])[CH3:2])[C:5]=1[OH:14])[CH2:19][CH2:20][CH3:21]

Komponenten

5

Edukt 3

HCID 10962Butyl iodideHCID 14798Sodium HydroxideHCID 750974,6-Diacetylresorcinol

Produkt 1

HCID 27751671-(5-Acetyl-3-butyl-2,4-dihydroxyphenyl)ethanone

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

4,6-Diacetyl resorcinol (485 g, 2.5 m) sodium hydroxide (220 g, 5 m), 1-iodobutane (285 ml, 2.5 m) and water (2 l) were heated on a steam bath for 16 hours, cooled to 20° and the yellow-white precipitate filtered and washed with water. The solid was washed with dilute hydrochloric acid, extracted into chloroform (2×1.5 l) and the chloroform solution washed with water (2 l) and brine (1 l), then dried (anhyd. Na2SO4). Filtration and removal of solvent gave an oil (420 g) which crystallised on standing.

Aufarbeitung

  1. temperaturecooled to 20°
  2. filtrationthe yellow-white precipitate filtered
  3. washwashed with water
  4. washThe solid was washed with dilute hydrochloric acid
  5. extractionextracted into chloroform (2×1.5 l)
  6. washthe chloroform solution washed with water (2 l) and brine (1 l)
  7. dry with materialdried (anhyd. Na2SO4)
  8. filtrationFiltration and removal of solvent

Quellen und Nachweise

ORD-Eintrag
ord-e8faf5cc04d049b79b4b4ea636fbb0b6
Quelldatensatz
uspto-grants-1983_08
Patentnummer
US04400542

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