m-Chloroperbenzoic acid → HCID 54215893, Verbindung

HRID 1073870Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1073870
[C:1]([C:4]1[CH:5]=[CH:6][C:7]2[O:12][C:11]([CH3:14])([CH3:13])[CH2:10][CH:9]([C:15]3[C:20]([CH3:21])=[CH:19][CH:18]=[CH:17][N:16]=3)[C:8]=2[CH:22]=1)(=[O:3])[CH3:2].ClC1C=CC=C(C(OO)=[O:31])C=1>ClCCl>[C:1]([C:4]1[CH:5]=[CH:6][C:7]2[O:12][C:11]([CH3:14])([CH3:13])[CH2:10][CH:9]([C:15]3[C:20]([CH3:21])=[CH:19][CH:18]=[CH:17][N+:16]=3[O-:31])[C:8]=2[CH:22]=1)(=[O:3])[CH3:2]

Komponenten

4

Edukt 2

HCID 70297m-Chloroperbenzoic acidHCID 19895658HCID 19895658, Verbindung

Produkt 1

HCID 54215893HCID 54215893, VerbindungAusbeute 26,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

101 mg of 6-acetyl-3,4-dihydro-2,2-dimethyl-4-(3-methyl-2-pyridyl)-2H-1-benzopyran were dissolved in 5 ml of dichloromethane at room temperature and 91 mg of m-chloroperbenzoic acid were added. After 1 hour the mixture was washed in succession with sodium bisulphite solution, sodium bicarbonate solution and water. The organic extract was dried over sodium sulphate and evaporated to give an oil. This oil was triturated with t-butyl methyl ether to give a solid which, after recrystallization from ethyl acetate/t-butyl methyl ether, gave 28 mg of 2-(6-acetyl-3,4-dihydro-2,2-dimethyl-2H-1-benzopyran-4-yl)-3-methylpyridine N-oxide of melting point 154-156° C.

Aufarbeitung

  1. washAfter 1 hour the mixture was washed in succession with sodium bisulphite solution, sodium bicarbonate solution and water
  2. extractionThe organic extract
  3. dry with materialwas dried over sodium sulphate
  4. customevaporated
  5. customto give an oil
  6. customThis oil was triturated with t-butyl methyl ether
  7. customto give a solid which
  8. customafter recrystallization from ethyl acetate/t-butyl methyl ether

Quellen und Nachweise

ORD-Eintrag
ord-db9117aa96bd422dbf644acac6e3458c
Quelldatensatz
uspto-grants-1990_11
Patentnummer
US04971982

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