Water → 4-Benzoyloxy-2,6-dichlorophenol

HRID 363090Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 363090
[C:1]([O:9][C:10]1[CH:15]=[CH:14][C:13]([OH:16])=C[CH:11]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl:17]OC(C)(C)C.O.[C:24]([Cl:28])(Cl)(Cl)Cl>>[C:1]([O:9][C:10]1[CH:15]=[C:14]([Cl:17])[C:13]([OH:16])=[C:24]([Cl:28])[CH:11]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

5

Edukt 4

HCID 962WaterHCID 5943Carbon Tetrachloride2×HCID 75549p-Hydroxyphenyl benzoateHCID 521297Tert-Butyl hypochlorite

Produkt 1

HCID 184293864-Benzoyloxy-2,6-dichlorophenolAusbeute 91 %

Versuchsvorschrift

A reaction vessel was charged with 24.5 g of 4-hydroxyphenyl benzoate and 500 ml of carbon tetrachloride, to which a solution of 24.8 g of t-butyl hypochlorite dissolved in 20 ml of carbon tetrachloride was slowly added dropwise, while stirring under ice cooling. After 24 hours, the reaction mixture was poured into water, followed by phase separation. The organic layer (i.e., carbon tetrachloride layer) was washed with water, dried with anhydrous magnesium sulfate, and concentrated to obtain a crude product. The crude product was subjected to silica gel chromatography, which afforded 29.5 g of 3,5-dichloro-4-hydroxyphenyl benzoate (91% yield).

Aufarbeitung

  1. additionwas slowly added dropwise
  2. customfollowed by phase separation
  3. washThe organic layer (i.e., carbon tetrachloride layer) was washed with water
  4. dry with materialdried with anhydrous magnesium sulfate
  5. concentrationconcentrated
  6. customto obtain a crude product

Quellen und Nachweise

ORD-Eintrag
ord-15d059fcbd8348ee972fd93d5e60d898
Quelldatensatz
uspto-grants-1999_02
Patentnummer
US05872137

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