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Sulfuric Acid → 1-(5-tert-Butyl-2,4-dihydroxyphenyl)ethan-1-one

HRID 646493
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 646493
S(=O)(=O)(O)O.[CH3:6][C:7]([C:9]1[CH:10]=[CH:11][C:12]([OH:16])=[CH:13][C:14]=1[OH:15])=[O:8].[CH3:17][C:18](O)([CH3:20])[CH3:19]>FC(F)(F)C(O)=O>[C:18]([C:11]1[C:12]([OH:16])=[CH:13][C:14]([OH:15])=[C:9]([C:7](=[O:8])[CH3:6])[CH:10]=1)([CH3:20])([CH3:19])[CH3:17]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 1118Sulfuric AcidHCID 6386tert-ButanolHCID 69902',4'-Dihydroxyacetophenone

Produkt 1

HCID 157472661-(5-tert-Butyl-2,4-dihydroxyphenyl)ethan-1-oneAusbeute 92,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6422Trifluoroacetic acidLösungsmittel

Versuchsvorschrift

Sulphuric acid (4 ml, 75 mmol) was added to a suspension of 2,4-dihyroxyacetophenone (22.8 g, 150 mmol) in a mixture of 2-methyl-2-propanol (35 g, 470 mmol) and trifluoroacetic acid (80 ml), under a nitrogen atmosphere. The resulting suspension was heated, oil bath temperature 75° C., for ˜3 hrs. to give a pale red solution. The resulting solution was allowed to cool and poured into ice/water (350 ml), to give a pale pink precipitate. The solids were removed by filtration and washed with water (600 ml) and hexane (200 ml) to give a pale pink powder. Dried in vacuo (40° C.), to give 1-(5-tert-butyl-2,4-dihydroxy-phenyl)-ethanone as a pale orange powder (28.8 g, 92%).

Aufarbeitung

  1. temperatureThe resulting suspension was heated
  2. customto give a pale red solution
  3. temperatureto cool
  4. customto give a pale pink precipitate
  5. customThe solids were removed by filtration
  6. washwashed with water (600 ml) and hexane (200 ml)
  7. customto give a pale pink powder
  8. customDried in vacuo (40° C.)

Quellen und Nachweise

ORD-Eintrag
ord-c48bd56e782b42c7a1f0117077d8e26a
Quelldatensatz
uspto-grants-2010_04
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07705027B2

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