Methanol → 4-dipropylaminomethylbenzyl Alcohol

HRID 348679Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 348679
[CH2:1]([N:4]([CH2:8][C:9]1[CH:18]=[CH:17][C:12]([C:13](OC)=[O:14])=[CH:11][CH:10]=1)[CH2:5][CH2:6][CH3:7])[CH2:2][CH3:3].[H-].[Al+3].[Li+].[H-].[H-].[H-].CO.C(C(C(C([O-])=O)O)O)([O-])=O.[Na+].[K+]>C1COCC1>[CH2:1]([N:4]([CH2:8][C:9]1[CH:18]=[CH:17][C:12]([CH2:13][OH:14])=[CH:11][CH:10]=1)[CH2:5][CH2:6][CH3:7])[CH2:2][CH3:3]

Komponenten

6

Edukt 4

HCID 887MethanolHCID 9855836Potassium sodium tartarateHCID 21226445Aluminium lithium hydrideHCID 23079192Methyl 4-dipropylaminomethylbenzoate

Produkt 1

HCID 669412924-dipropylaminomethylbenzyl AlcoholAusbeute 92 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

The compound (1.47 g) obtained in Example 80-1 was dissolved in anhydrous THF (50 ml). Then, the solution was added with lithium aluminum hydride (671 mg) in an ice bath, followed by stirring at room temperature for 1 hour. After completion of the reaction, the solution was added with methanol and then added with an aqueous potassium sodium tartrate solution, followed by stirring. The solution was extracted with chloroform and the extract was then washed with saturated saline solution. The organic layer was dried with anhydrous sodium sulfate and the solvent was then distilled off, thereby obtaining the subject compound (1.20 g) as a colorless liquid.

Aufarbeitung

  1. customAfter completion of the reaction
  2. stirringby stirring
  3. extractionThe solution was extracted with chloroform
  4. washthe extract was then washed with saturated saline solution
  5. dry with materialThe organic layer was dried with anhydrous sodium sulfate
  6. distillationthe solvent was then distilled off

Quellen und Nachweise

ORD-Eintrag
ord-5ee4c8e9965d4e88bd5d310312096568
Quelldatensatz
uspto-grants-2007_02
Patentnummer
US07176227B2

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