m-Chloroperbenzoic acid → 4-Acetyl-2,3,4,5-tetrahydro-1,4-benzothiazepine 1-oxide

HRID 1079323Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1079323
ClC1C=CC=C(C(OO)=[O:9])C=1.[C:12]([N:15]1[CH2:21][C:20]2[CH:22]=[CH:23][CH:24]=[CH:25][C:19]=2[S:18][CH2:17][CH2:16]1)(=[O:14])[CH3:13]>ClCCl>[C:12]([N:15]1[CH2:21][C:20]2[CH:22]=[CH:23][CH:24]=[CH:25][C:19]=2[S:18](=[O:9])[CH2:17][CH2:16]1)(=[O:14])[CH3:13]

Komponenten

4

Edukt 2

HCID 70297m-Chloroperbenzoic acidHCID 146707161-(2,3-Dihydro-1,4-benzothiazepin-4(5H)-yl)ethanone

Produkt 1

HCID 233666804-Acetyl-2,3,4,5-tetrahydro-1,4-benzothiazepine 1-oxide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

A solution of 3-chloroperbenzoic acid (1.03 g) in dichloromethane (100 ml) was added dropwise with cooling from 0° C. to -2° C. to a stirred solution of 4-acetyl-2,3,4,5-tetrahydro-1,4-benzothiazepine (1.03 g, prepared as Example 7 above) in dichloromethane (50 ml). The reaction mixture was stirred for 15 minutes, then washed with water, dried and the solvent was removed by evaporation at reduced pressure. Purification of the residue by flash chromatography using dichloromethane/ethanol (9:1) as eluent gave 4-acetyl-2,3,4,5-tetrahydro-1,4-benzothiazepine 1-oxide, which was recrystallised from ethyl acetate. Yield 0.67 g (m.p. 156°-157° C.).

Aufarbeitung

  1. washwashed with water
  2. customdried
  3. customthe solvent was removed by evaporation at reduced pressure
  4. customPurification of the residue by flash chromatography

Quellen und Nachweise

ORD-Eintrag
ord-ac0ad43324354903b155ff0fc8ba8018
Quelldatensatz
uspto-grants-1996_12
Patentnummer
US05580866

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