Isopropanol → 4-(3,4-Dichlorophenyl)-2-oxazolone

HRID 747468

Reaktionsgleichung

Reaktionsgleichung von HRID 747468
[OH:1][CH2:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([Cl:11])=[C:7]([Cl:12])[CH:6]=1)=O.[C-]#[N:14].[K+].C[CH:17]([OH:19])C>C(O)(=O)C>[Cl:12][C:7]1[CH:6]=[C:5]([C:3]2[NH:14][C:17](=[O:19])[O:1][CH:2]=2)[CH:10]=[CH:9][C:8]=1[Cl:11]

Komponenten

5

Edukt 3

HCID 3776IsopropanolHCID 9032Potassium CyanideHCID 70621931-(3,4-Dichlorophenyl)-2-hydroxyethan-1-one

Produkt 1

HCID 129929604-(3,4-Dichlorophenyl)-2-oxazoloneAusbeute 52 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

A mixture of 2-hydroxy-3′,4′-dichloroacetophenone (10.3 g), potassium cyanide (8.1 g) and 2-propanol (100 ml) was heated to 50° C., to which was added dropwise acetic acid (6.0 g) gradually and stirred at 50° C. for 2 hours. The reaction mixture was concentrated and poured into ice water (200 ml). The solid precipitates were filtered, washed with water, and air-dried to give crystals of 4-(3′,4′-dichlorophenyl)-2-oxazolone (6.0 g, 52%). Recrystallization from tetrahydrofuran-hexane gave pale yellow prisms. Melting point 262-263° C.

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated
  2. additionpoured into ice water (200 ml)
  3. customThe solid precipitates
  4. filtrationwere filtered
  5. washwashed with water
  6. customair-dried

Quellen und Nachweise

ORD-Eintrag
ord-432f47ae0aaa4e5198c17c1e3cf7443e
Quelldatensatz
uspto-grants-2008_07
Patentnummer
US07396848B1

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