Reaktion #62974

ord-583450507ace472c9cd57d3731efc687

Reaktionsgleichung

O=C(Cl)CCl
α-chloroacetylchloride
Nc1cc(O)ccc1O
2-aminohydroquinone
OCCNCCO
diethanolamine
Cl
hydrochloride
O=C(CCl)Nc1cc(O)ccc1O
2-(α-chloroacetamido)-hydroquinone

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Extraktionextracted with ethylacetate (500 ml)
  2. 2
    SonstigeThe solvent was evaporated to dryness
  3. 3
    Sonstigethe solid residue (4.20 g, 80%) was used without any further purification

Vorschrift

α-chloroacetylchloride (10.1 g, 0.128 mole) was added dropwise under stirring at room temperature to the 2-aminohydroquinone (4.16 g, 0.128 mole) in dry acetone (400 ml) and diethanolamine (2.04 ml, 0.128 mole). The reaction mixture was poured into water and hydrochloride acid (2,000 ml, pH 1), then extracted with ethylacetate (500 ml). The solvent was evaporated to dryness and the solid residue (4.20 g, 80%) was used without any further purification. The structure of the 2-(α-chloroacetamido)-hydroquinone was confirmed by NMR analysis.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04762925uspto-grants-1988_08