Sodium Carbonate → HCID 15839397, Verbindung

HRID 2292637Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2292637
[CH3:1][O:2][C:3]1[C:4]([N:12]2[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]2)=[CH:5][C:6]2[O:10][CH2:9][CH2:8][C:7]=2[CH:11]=1.[CH:18]1([CH2:26][CH2:27]Br)[C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=2[CH2:19]1.C(=O)([O-])[O-].[Na+].[Na+]>C(C(C)=O)C(C)C>[CH:18]1([CH2:26][CH2:27][N:15]2[CH2:14][CH2:13][N:12]([C:4]3[C:3]([O:2][CH3:1])=[CH:11][C:7]4[CH2:8][CH2:9][O:10][C:6]=4[CH:5]=3)[CH2:17][CH2:16]2)[C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=2[CH2:19]1

Komponenten

5

Edukt 3

HCID 10340Sodium CarbonateHCID 10375850HCID 10375850, VerbindungHCID 15839404HCID 15839404, Verbindung

Produkt 1

HCID 15839397HCID 15839397, VerbindungAusbeute 70,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 7909Methyl Isobutyl KetoneLösungsmittel

Versuchsvorschrift

2.21 g (8.2 mmol) of 4-(2,3-dihydro-5-methoxybenzofuran-6-yl)piperazine (Preparation 1), 1.72 g (8.2 mmol) of 2-(benzocyclobutan-1-yl)-1-bromoethane and 3.48 g (32.8 mmol) of sodium carbonate in 33 ml of methyl isobutyl ketone are heated at reflux for 14 h. The whole is evaporated to dryness, taken up in 200 ml of ethyl acetate and 100 ml of N sodium hydroxide solution and decanted, and the organic phase is washed with 100 ml of a saturated sodium chloride solution. After drying over MgSO4 and evaporation, the residue obtained is chromatographed on silica (eluant: CH2Cl2 /CH3OH: 98/2) to yield 2.1 g of the expected product. By the addition of a 2% fumaric acid solution in ethanol, 1.7 g of the fumarate of the title compound is obtained. M.p. 193°-194° C.

Aufarbeitung

  1. temperatureat reflux for 14 h
  2. customThe whole is evaporated to dryness
  3. custom100 ml of N sodium hydroxide solution and decanted
  4. washthe organic phase is washed with 100 ml of a saturated sodium chloride solution
  5. dry with materialAfter drying over MgSO4 and evaporation
  6. customthe residue obtained
  7. customis chromatographed on silica (eluant: CH2Cl2 /CH3OH: 98/2)

Quellen und Nachweise

ORD-Eintrag
ord-53563c9728b3439ab2e85b388f2b6b1f
Quelldatensatz
uspto-grants-1997_11
Patentnummer
US05684020

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