Dichloroacetyl chloride → Benoxacor

HRID 2290699Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2290699
[Cl:1][CH:2]([Cl:6])[C:3](Cl)=[O:4].[CH3:7][CH:8]1[NH:13][C:12]2[CH:14]=[CH:15][CH:16]=[CH:17][C:11]=2[O:10][CH2:9]1.C(=O)([O-])[O-].[Na+].[Na+]>C1C=CC=CC=1.O.C(OCC)(=O)C>[Cl:1][CH:2]([Cl:6])[C:3]([N:13]1[C:12]2[CH:14]=[CH:15][CH:16]=[CH:17][C:11]=2[O:10][CH2:9][CH:8]1[CH3:7])=[O:4]

Komponenten

7

Edukt 3

HCID 6593Dichloroacetyl chlorideHCID 10340Sodium CarbonateHCID 27637603-Methyl-3,4-dihydro-2H-1,4-benzoxazine

Produkt 1

HCID 62306BenoxacorAusbeute 83 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 241BenzeneLösungsmittelHCID 962WaterLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

5.3 ml (55 mmoles) of dichloroacetyl chloride are added dropwise, at a temperature of 20° to 25° C. and while stirring, to a suspension of 7.5 g (50 mmoles) of 2,3-dihydro-3-methyl-1,4-benzoxazine and 5.8 g (55 mmoles) of sodium carbonate in 120 ml of benzene. The reaction mixture is then stirred at the same temperature for 30 minutes and is then taken up in a mixture of water and ethyl acetate. The organic phase is washed with saturated sodium chloride solution, dried over sodium sulfate and evaporated. Crystallising the residue from diisopropyl ether gives 10.8 g of 4-dichloroacetyl-2,3-dihydro-3-methyl-1,4-benzoxazine, melting point 105°-107° C.

Aufarbeitung

  1. washThe organic phase is washed with saturated sodium chloride solution
  2. dry with materialdried over sodium sulfate
  3. customevaporated
  4. customCrystallising the residue from diisopropyl ether

Quellen und Nachweise

ORD-Eintrag
ord-e9aaa438dd1e4caf875d550daa2465a4
Quelldatensatz
uspto-grants-1986_10
Patentnummer
US04618361

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