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Boron tribromide → HCID 21957107, Verbindung

HRID 1357675
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1357675
[ClH:1].[N:2]1([CH2:8][CH2:9][O:10][C:11]2[CH:37]=[CH:36][C:14]([O:15][C:16]3[C:25]4[C:20](=[CH:21][C:22]([O:26]C)=[CH:23][CH:24]=4)[CH:19]=[CH:18][C:17]=3[C:28]3[CH:33]=[CH:32][CH:31]=[C:30]([O:34]C)[CH:29]=3)=[CH:13][CH:12]=2)[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1.B(Br)(Br)Br>C(Cl)Cl>[ClH:1].[N:2]1([CH2:8][CH2:9][O:10][C:11]2[CH:12]=[CH:13][C:14]([O:15][C:16]3[C:25]4[C:20](=[CH:21][C:22]([OH:26])=[CH:23][CH:24]=4)[CH:19]=[CH:18][C:17]=3[C:28]3[CH:33]=[CH:32][CH:31]=[C:30]([OH:34])[CH:29]=3)=[CH:36][CH:37]=2)[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 25134Boron tribromideHCID 98713381-[4-[2-(1-Piperidinyl)-ethoxy]phenoxy]-2-(3-methoxyphenyl)-6-methoxynaphthalene hydrochloride

Produkt 1

HCID 21957107HCID 21957107, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

A solution was prepared of 1.5 g (2.9 mmol) of 1-[4-[2-(1-piperidinyl)ethoxy]phenoxy]-2-(3-methoxyphenyl)-6-methoxynaphthalene hydrochloride in 30 mL of CH2Cl2 and the solution was cooled to 0° C. under a nitrogen atmosphere. To this solution was added 1.09 mL (2.89g, 11.5 mmol) of BBr3 and the reaction was allowed to proceed for two hours at 0° C. The reaction was quenched by the addition of aqueous NaHCO3 solution (50 mL). The reaction mixture was extracted with CHCl3. The organic layer was washed with brine, dried with Na2SO4, and evaporated to dryness. The residue was suspended in THF and filtered. To the filtrate was added 1 mL of 5N HCl and the solvents were removed by evaporation. This yielded 0.99 g of the title compound as a tan amorphous powder.

Aufarbeitung

  1. customThe reaction was quenched by the addition of aqueous NaHCO3 solution (50 mL)
  2. extractionThe reaction mixture was extracted with CHCl3
  3. washThe organic layer was washed with brine
  4. dry with materialdried with Na2SO4
  5. customevaporated to dryness
  6. filtrationfiltered
  7. additionTo the filtrate was added 1 mL of 5N HCl
  8. customthe solvents were removed by evaporation

Quellen und Nachweise

ORD-Eintrag
ord-d9ab73de98584e22aae0e127483d0392
Quelldatensatz
uspto-grants-2003_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06593345B1

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