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Sodium Hydroxide → HCID 57471196, Verbindung

HRID 510510
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 510510
[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-9ff7ecd021144bd1876828d783f967ed
Quelldatensatz
uspto-grants-2015_08
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US09096619B2

Notizen zur Reaktion

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