2-Bromo-1-(3,4-dichlorophenyl)ethanone → 1-(3,4-Dichlorophenyl)-2-hydroxyethan-1-one

HRID 563114

Reaktionsgleichung

Reaktionsgleichung von HRID 563114
Br[CH2:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([Cl:11])=[C:7]([Cl:12])[CH:6]=1)=[O:4].C([O-])=[O:14].[Na+]>CO>[OH:14][CH2:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([Cl:11])=[C:7]([Cl:12])[CH:6]=1)=[O:4]

Komponenten

4

Edukt 2

HCID 2447512-Bromo-1-(3,4-dichlorophenyl)ethanoneHCID 2723810Sodium Formate

Produkt 1

HCID 70621931-(3,4-Dichlorophenyl)-2-hydroxyethan-1-oneAusbeute 42 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

A mixture of 2-bromo-3′,4′-dichloroacetophenone (78.0 g), sodium formate (68.0 g) and methanol (300 ml) was stirred with heating under reflux for 16 hours. The reaction mixture was concentrated and poured into water (1 L). The solid precipitates were filtered, washed with water and then isopropyl ether, and air-dried. The residue was dried under reduced pressure to give crystals of 2-hydroxy-3′,4′-dichloroacetophenone (25.0 g, 42%). Recrystallization from ethyl acetate-hexane gave pale yellow prisms. Melting point 115-118° C.

Aufarbeitung

  1. temperaturewith heating
  2. temperatureunder reflux for 16 hours
  3. concentrationThe reaction mixture was concentrated
  4. additionpoured into water (1 L)
  5. customThe solid precipitates
  6. filtrationwere filtered
  7. washwashed with water
  8. dry with materialisopropyl ether, and air-dried
  9. customThe residue was dried under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-bb8838da0a3241e48202e46f87070be9
Quelldatensatz
uspto-grants-2011_11
Patentnummer
US08067453B2

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