9,10-dihydro-9-methyl-4-(1-methyl-4-piperidyl)-4H-benzo[4,5]cyclohepta[1,2-b]thiophen-4-ol → 4-(9,10-dihydro-9-methyl-4H-benzo[4,5]cyclohepta[1,2-b]thiophen-4-ylidene)-1-methylpiperidine

HRID 2398295Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2398295
[CH3:1][CH:2]1[CH2:11][C:7]2[S:8][CH:9]=[CH:10][C:6]=2[C:5]([CH:13]2[CH2:18][CH2:17][N:16]([CH3:19])[CH2:15][CH2:14]2)(O)[C:4]2[CH:20]=[CH:21][CH:22]=[CH:23][C:3]1=2>C(O)(C)C.Cl>[CH3:1][CH:2]1[CH2:11][C:7]2[S:8][CH:9]=[CH:10][C:6]=2[C:5](=[C:13]2[CH2:18][CH2:17][N:16]([CH3:19])[CH2:15][CH2:14]2)[C:4]2[CH:20]=[CH:21][CH:22]=[CH:23][C:3]1=2

Komponenten

4

Edukt 1

HCID 214351709,10-dihydro-9-methyl-4-(1-methyl-4-piperidyl)-4H-benzo[4,5]cyclohepta[1,2-b]thiophen-4-ol

Produkt 1

HCID 214351714-(9,10-dihydro-9-methyl-4H-benzo[4,5]cyclohepta[1,2-b]thiophen-4-ylidene)-1-methylpiperidine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 313Hydrochloric AcidLösungsmittelHCID 3776IsopropanolLösungsmittel2×

Versuchsvorschrift

A solution of 12.0 g of 9,10-dihydro-9-methyl-4-(1-methyl-4-piperidyl)-4H-benzo[4,5]cyclohepta[1,2-b]thiophen-4-ol in 180 ml of isopropanol and 180 ml of 7N hydrogen chloride in isopropanol was boiled for 3 hours, and concentrated to dryness. The residue was taken up in 100 ml of water. The mixture was made alkaline with concentrated aqueous sodium hydroxide and then extracted with methylene chloride. The extracts were washed with water, dried over potassium carbonate and concentrated. The title compound obtained as an oil was converted in ethanol into the hydrogen malate (M.Pt. of hydrogen malate: 193°-194° from ethanol).

Aufarbeitung

  1. concentrationconcentrated to dryness
  2. extractionextracted with methylene chloride
  3. washThe extracts were washed with water
  4. dry with materialdried over potassium carbonate
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-641b9365114747cda66ea7994b431ac0
Quelldatensatz
uspto-grants-1977_05
Patentnummer
US04024266

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