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Hydrochloric Acid → 1-[3-(Tert-butyl)-4-hydroxy-5-nitrophenyl]-1-ethanone

HRID 1295952
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1295952
[C:1]([C:5]1[CH:6]=[C:7]([C:12](=[O:14])[CH3:13])[CH:8]=[CH:9][C:10]=1[OH:11])([CH3:4])([CH3:3])[CH3:2].[N+:15]([O-])([OH:17])=[O:16].C(OC(=O)C)(=O)C.Cl>C(OCC)C.C(Cl)Cl.O>[C:1]([C:5]1[CH:6]=[C:7]([C:12](=[O:14])[CH3:13])[CH:8]=[C:9]([N+:15]([O-:17])=[O:16])[C:10]=1[OH:11])([CH3:4])([CH3:2])[CH3:3]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

8

Edukt 4

HCID 313Hydrochloric AcidHCID 944Nitric AcidHCID 7918Acetic AnhydrideHCID 137241451-(3-Tert-butyl-4-hydroxyphenyl)ethanone

Produkt 1

HCID 229297281-[3-(Tert-butyl)-4-hydroxy-5-nitrophenyl]-1-ethanoneAusbeute 98 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 962
Water
Lösungsmittel
HCID 3283Diethyl EtherLösungsmittel
HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

1-[3-(tert-Butyl)-4-hydroxyphenyl]-1-ethanone (739 g) was added to a mixture of 69% nitric acid (354 g), water (1 l) and methylene chloride (2 l) at 10° C. to 15° C. while stirring. After then adding diethyl ether (3 l) and acetic anhydride (28 ml), 5 N hydrochloric acid was further added at 10° C. to 15° C. The temperature of the reaction mixture was raised to room temperature over a period of 1.5 hours, and the mixture was then poured into ice water. The mixture was extracted with diethyl ether, and the organic layer was washed with brine and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to yield the title compound (894 g) as a yellow oil.

Aufarbeitung

  1. extractionThe mixture was extracted with diethyl ether
  2. washthe organic layer was washed with brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. distillationThe solvent was distilled off under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-bc7245931abb4cac8bf7473361ab7406
Quelldatensatz
uspto-grants-2007_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07244730B2

Notizen zur Reaktion

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