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Tert-Butyl hypochlorite → 4-(1-(4-Isopropyloxyphenyl)-1-methylethyl)-2-chlorophenol

HRID 1940253
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1940253
[CH:1]([O:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]([C:14]2[CH:19]=[CH:18][C:17]([OH:20])=[CH:16][CH:15]=2)([CH3:13])[CH3:12])=[CH:7][CH:6]=1)([CH3:3])[CH3:2].[Cl:21]OC(C)(C)C>C(Cl)(Cl)(Cl)Cl>[CH:1]([O:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]([C:14]2[CH:19]=[CH:18][C:17]([OH:20])=[C:16]([Cl:21])[CH:15]=2)([CH3:13])[CH3:12])=[CH:7][CH:6]=1)([CH3:3])[CH3:2]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 521297Tert-Butyl hypochloriteHCID 214662204-(1-(4-Isopropyloxyphenyl)-1-methylethyl)phenol

Produkt 1

HCID 214663674-(1-(4-Isopropyloxyphenyl)-1-methylethyl)-2-chlorophenolAusbeute 85,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 5943Carbon TetrachlorideLösungsmittel

Versuchsvorschrift

To a solution of 4-(1-(4-isopropyloxyphenyl)-1-methylethyl)phenol (0.51 g) in carbon tetrachloriode (1.3 ml), a solution prepared by dissolving 0.23 g of tert-butyl hypochlorite in 0.5 ml of carbon tetrachloride was added dropwise with stirring under ice cooling. After 30 minutes, an ice bath was removed, and the mixture was stirred at room temperature for 30 minutes. The reaction solution was poured into water and extracted three times with 5 ml of carbon tetrachloride. Then, the carbon tetrachloride layers were combined, washed with water, dried over anhydrous magnesium sulfate and then concentrated to give a crude product. This crude product was subjected to silica gel column chromatography to give 0.49 g of 4-(1-(4-isopropyloxyphenyl)-1-methylethyl)-2-chlorophenol (yield, 85%).

Aufarbeitung

  1. additionwas added dropwise
  2. customan ice bath was removed
  3. stirringthe mixture was stirred at room temperature for 30 minutes
  4. additionThe reaction solution was poured into water
  5. extractionextracted three times with 5 ml of carbon tetrachloride
  6. washwashed with water
  7. dry with materialdried over anhydrous magnesium sulfate
  8. concentrationconcentrated
  9. customto give a crude product

Quellen und Nachweise

ORD-Eintrag
ord-1613a11ece264029b3f458529d2ba9cd
Quelldatensatz
uspto-grants-1997_12
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05698702

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