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Sodium Hydroxide → HCID 57471196, Verbindung

HRID 1044492
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1044492
[Cl:1][C:2]1[CH:3]=[C:4]([CH:19]=[CH:20][C:21]=1[Cl:22])[CH2:5][CH:6]1[C:15]2[C:10](=[CH:11][CH:12]=[C:13]([O:16]C)[CH:14]=2)[CH2:9][CH2:8][CH:7]1[NH2:18].[OH-].[Na+]>ClCCl>[NH2:18][CH:7]1[CH:6]([CH2:5][C:4]2[CH:19]=[CH:20][C:21]([Cl:22])=[C:2]([Cl:1])[CH:3]=2)[C:15]2[CH:14]=[C:13]([OH:16])[CH:12]=[CH:11][C:10]=2[CH2:9][CH2:8]1
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 57467189HCID 57467189, Verbindung

Produkt 1

HCID 57471196HCID 57471196, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Reaktionsbedingungen

Temperatur
-10 °C

Versuchsvorschrift

1-(3,4-Dichlorobenzyl)-7-methoxy-1,2,3,4-tetrahydronaphthalen-2-amine (10 g, 26.8 mmol, cf. example 3.2 were dissolved in dichloromethane (240 mL). The suspension was cooled to −10° C. and a 1 M solution of bortribromide in dichloromethane (80 mL, 80 mmol). The solution was allowed to warm to room temperature and stirring was continued for 3 h. The reaction mixture was poured on ice (1 L). The aqueous layer was made alkaline (pH 10) with 2N sodium hydroxide solution. The layers were separated. The aqueous layer was extracted with dichloromethane and the combined organic layers were washed with saturated NaHCO3 solution and water. The organic layers were dried (Na2SO4) and concentrated in vacuo. The crude product was used without further purification for the next step. Yield: 10.8 g

Aufarbeitung

  1. temperatureto warm to room temperature
  2. additionThe reaction mixture was poured on ice (1 L)
  3. customThe layers were separated
  4. extractionThe aqueous layer was extracted with dichloromethane
  5. washthe combined organic layers were washed with saturated NaHCO3 solution and water
  6. dry with materialThe organic layers were dried (Na2SO4)
  7. concentrationconcentrated in vacuo
  8. customThe crude product was used without further purification for the next step

Quellen und Nachweise

ORD-Eintrag
ord-b156b9f320484ab281c55706bdd7f9a4
Quelldatensatz
uspto-grants-2013_10
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08563617B2

Notizen zur Reaktion

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