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3-Methyl-3-buten-1-ol → 2-Methyl-7-[2-(2-methyl-oxiranyl)-ethoxy]-benzothiazole

HRID 366465
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 366465
[CH3:1][C:2]1[S:3][C:4]2[C:10]([OH:11])=[CH:9][CH:8]=[CH:7][C:5]=2[N:6]=1.CC(=C)CCO.Cl[C:19]1C=C[CH:22]=[C:21]([C:25]([O:27]O)=O)[CH:20]=1.[OH-].[Na+]>C(Cl)Cl>[CH3:1][C:2]1[S:3][C:4]2[C:10]([O:11][CH2:19][CH2:20][C:21]3([CH3:22])[CH2:25][O:27]3)=[CH:9][CH:8]=[CH:7][C:5]=2[N:6]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 129883-Methyl-3-buten-1-olHCID 14798Sodium HydroxideHCID 70297m-Chloroperbenzoic acidHCID 232893082-Methylbenzo[d]thiazol-7-ol

Produkt 1

HCID 232893052-Methyl-7-[2-(2-methyl-oxiranyl)-ethoxy]-benzothiazoleAusbeute 63 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344
Dichloromethane
Lösungsmittel
2×

Versuchsvorschrift

2-Methyl-7-hydroxybenzothiazoie was alkylated with 3-methyl-3-buten-1-ol according to Method VI. The product of this alkylation (0.30 g, 1.28 mmol) was dissolved in CH2Cl2 at about 0° C. to which was then added a solution of m-chloroperbenzoic acid (0.95 g, 5.53 mmol) in CH2Cl2. The reaction was allowed to warm to room temperature and after about 0.5 h the reaction was complete. 1N NaOH was added, the layers separated and the organic layer was washed with additional 1N NaOH and H2O. The organic layer was then dried over MgSO4 and the solvent was removed by rotary evaporation to give the title compound (0.20 g, 63%) as a yellow oil which was used in subsequent reactions without further purification.

Aufarbeitung

  1. customthe layers separated
  2. washthe organic layer was washed with additional 1N NaOH and H2O
  3. dry with materialThe organic layer was then dried over MgSO4
  4. customthe solvent was removed by rotary evaporation

Quellen und Nachweise

ORD-Eintrag
ord-9f5820d817c84634b329b7474379812f
Quelldatensatz
uspto-grants-2000_10
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06130217

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