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Hydrochloric Acid → 7-acetyl-1-benzoxepin-3(2H)-one

HRID 1791039
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1791039
N12CCCN=C1CCCCC2.[C:12]([C:15]1[CH:16]=[CH:17][C:18]2[O:24][CH2:23][C:22](=[O:25])[CH2:21][CH:20](S(C3C=CC=CC=3)(=O)=O)[C:19]=2[CH:35]=1)(=[O:14])[CH3:13].O.Cl>ClCCl>[C:12]([C:15]1[CH:16]=[CH:17][C:18]2[O:24][CH2:23][C:22](=[O:25])[CH:21]=[CH:20][C:19]=2[CH:35]=1)(=[O:14])[CH3:13]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 220422667-acetyl-5-(phenylsulfonyl)-4,5-dihydro-1-benzoxepin-3(2H)-one

Produkt 1

HCID 220422637-acetyl-1-benzoxepin-3(2H)-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344
Dichloromethane
Lösungsmittel

Versuchsvorschrift

0.084 ml (1.05 equivalents) of 1,8-diazabicyclo[5.4.0]undec-7-ene is added at ambient temperature, under nitrogen, to 184 mg (0.53 mmol) of 7-acetyl-5-(phenylsulfonyl)-4,5-dihydro-1-benzoxepin-3(2H)-one, prepared according to example 14, in suspension in 20 ml of dichloromethane. From the addition of the base, the medium becomes translucent and slightly yellow. After addition of water and 1N hydrochloric acid, the phases are separated by settling and then the aqueous phase is extracted three times with dichloromethane. The combined organic phases are washed with a saturated sodium hydrogencarbonate solution and then brine. After drying and then concentrating under vacuum, 90 mg (83%) of 7-acetyl-1-benzoxepin-3(2H)-one are obtained in the form of a white solid; M.p.=92–93° C.

Aufarbeitung

  1. customprepared
  2. additionFrom the addition of the base
  3. customthe phases are separated
  4. extractionthe aqueous phase is extracted three times with dichloromethane
  5. washThe combined organic phases are washed with a saturated sodium hydrogencarbonate solution
  6. customAfter drying
  7. concentrationconcentrating under vacuum, 90 mg (83%) of 7-acetyl-1-benzoxepin-3(2H)-one
  8. customare obtained in the form of a white solid

Quellen und Nachweise

ORD-Eintrag
ord-4b1e0f16b5354988b0a789b4e223685d
Quelldatensatz
uspto-grants-2006_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07071340B2

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