Dichloromethane → HCID 59589352, Verbindung

HRID 577012Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 577012
[Cl:1][C:2]1[CH:11]=[CH:10][C:9]([CH2:12][N:13]([CH2:16][CH3:17])[CH2:14][CH3:15])=[CH:8][C:3]=1[C:4](OC)=[O:5].[H-].C([Al+]CC(C)C)C(C)C.[C@H](O)(C([O-])=O)[C@@H](O)C([O-])=O.[Na+].[K+].ClCCl>C1COCC1>[Cl:1][C:2]1[CH:11]=[CH:10][C:9]([CH2:12][N:13]([CH2:14][CH3:15])[CH2:16][CH3:17])=[CH:8][C:3]=1[CH2:4][OH:5]

Komponenten

6

Edukt 4

HCID 6344DichloromethaneHCID 9357Potassium Sodium TartrateHCID 21225700DiisobutylaluminumhydrideHCID 59589465HCID 59589465, Verbindung

Produkt 1

HCID 59589352HCID 59589352, VerbindungAusbeute 85 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of methyl 2-chloro-5-[(diethylamino)methyl]benzoate (3.97 g, 15.5 mmol) in anhydrous THF (100 mL) was added a solution of diisobutylaluminium hydride (1 M in toluene, 35 mL, 35 mmol). The reaction mixture was stirred at room temperature for 90 minutes. A Rochelle's salt solution (200 mL) and dichloromethane (200 mL) were added. The resultant mixture was stirred at room temperature for 2 hours. The organic layer was recovered, dried over MgSO4, filtered, evaporated, and dried in vacuo, affording {2-chloro-5-[(diethylamino)methyl]phenyl}methanol (3.0 mg, 85% yield). The product was used without further purification.

Aufarbeitung

  1. customThe organic layer was recovered
  2. dry with materialdried over MgSO4
  3. filtrationfiltered
  4. customevaporated
  5. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-6fc69590fd574646930c6c9264b3eabe
Quelldatensatz
uspto-grants-2015_05
Patentnummer
US09040538B2

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