Acetic Anhydride → 1-(2,3-Dihydro-1,4-benzothiazepin-4(5H)-yl)ethanone

HRID 1079322Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1079322
[S:1]1[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[CH2:5][NH:4][CH2:3][CH2:2]1.[C:12](OC(=O)C)(=[O:14])[CH3:13]>>[C:12]([N:4]1[CH2:5][C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=2[S:1][CH2:2][CH2:3]1)(=[O:14])[CH3:13]

Komponenten

3

Edukt 2

HCID 7918Acetic AnhydrideHCID 122691062,3,4,5-Tetrahydrobenzo[f][1,4]thiazepine

Produkt 1

HCID 146707161-(2,3-Dihydro-1,4-benzothiazepin-4(5H)-yl)ethanone

Versuchsvorschrift

A solution of 2,3,4,5-tetrahydro-1,4-benzothiazepine (1.5 g, prepared as described in the first paragraph of Example 6 above) in acetic anhydride (15 ml) was stirred at room temperature for one hour. The reaction mixture was poured into ice and extracted with dichloromethane. The organic layer was dried and the solvent removed by evaporation to give 4-acetyl-2,3,4,5-tetrahydro-1,4-benzothiazepine [a compound known as a Friedel Crafts catalyst from Example 46 of EP 368063 (Bayer)]. The product was recrystallised from hexane. Yield 1.55 g (m.p. 69°-70° C.).

Aufarbeitung

  1. additionThe reaction mixture was poured into ice
  2. extractionextracted with dichloromethane
  3. customThe organic layer was dried
  4. customthe solvent removed by evaporation

Quellen und Nachweise

ORD-Eintrag
ord-b9f18c8655a4479299f893d01729096d
Quelldatensatz
uspto-grants-1996_12
Patentnummer
US05580866

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