m-Chloroperbenzoic acid → N-ethyl-3,6-carbazolediol diacetate

HRID 1580081

Reaktionsgleichung

Reaktionsgleichung von HRID 1580081
C([C:4]1[CH:5]=[CH:6][C:7]2[N:8]([CH2:20][CH3:21])[C:9]3[C:14]([C:15]=2[CH:16]=1)=[CH:13][C:12](C(=O)C)=[CH:11][CH:10]=3)(=O)C.ClC1C=CC=[C:25]([C:29]([O:31]O)=[O:30])C=1>C(Cl)(Cl)Cl>[C:29]([O:31][C:4]1[CH:5]=[CH:6][C:7]2[N:8]([CH2:20][CH3:21])[C:9]3[C:14]([C:15]=2[CH:16]=1)=[CH:13][C:12]([O:31][C:29](=[O:30])[CH3:25])=[CH:11][CH:10]=3)(=[O:30])[CH3:25]

Komponenten

4

Edukt 2

HCID 70297m-Chloroperbenzoic acidHCID 6220833,6-Diacetyl-9-ethylcarbazole

Produkt 1

HCID 12331788N-ethyl-3,6-carbazolediol diacetate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Versuchsvorschrift

To a solution of 104 g (0.37 mole) of 3,6-diacetyl-N-ethylcarbazole in 1700 ml of chloroform (hydrocarbon stabilized) previously cooled to 15°C was added 138 g (0.8 mole) of m-chloroperbenzoic acid. The reaction was stirred at room temperature for 4 days, then filtered. The filtrate was washed with saturated sodium bicarbonate solution and with water, then dried over anhydrous magnesium sulfate and evaporated to dryness in vacuo leaving a solid which was recrystallized from acetone-water and then from acetone methanol to give the desired product. M.P. 138°-139°C, λmaxEtOH 237, E1cm1% 1330.

Aufarbeitung

  1. filtrationfiltered
  2. washThe filtrate was washed with saturated sodium bicarbonate solution and with water
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customevaporated to dryness in vacuo
  5. customleaving a solid which
  6. customwas recrystallized from acetone-water

Quellen und Nachweise

ORD-Eintrag
ord-b14c9664b0a8410e8bee4f203f097823
Quelldatensatz
uspto-grants-1976_01
Patentnummer
US03932424

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