Tetrahydrofuran → 3-(4-Methoxyphenyl)propan-1-amine

HRID 247428Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 247428
[H-].[Al+3].[Li+].[H-].[H-].[H-].O1CCCC1.[CH3:12][O:13][C:14]1[CH:19]=[CH:18][C:17]([CH2:20][CH2:21][C:22]([NH2:24])=O)=[CH:16][CH:15]=1>O>[CH3:12][O:13][C:14]1[CH:19]=[CH:18][C:17]([CH2:20][CH2:21][CH2:22][NH2:24])=[CH:16][CH:15]=1

Komponenten

5

Edukt 3

HCID 8028TetrahydrofuranHCID 6979553-(4-Methoxyphenyl)propanamideHCID 21226445Aluminium lithium hydride

Produkt 1

HCID 30298153-(4-Methoxyphenyl)propan-1-amineAusbeute 48 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

Lithium aluminium hydride (0.01 mol) and tetrahydrofuran (500 ml) were placed in a 1 liter flask fitted with a soxhlet extractor, with 3-(4-methoxyphenyl)propanamide (0.056 mol) in the extraction thimble. The reaction was refluxed 3 hours, was cooled and water (3.5 ml) was carefully added. After the mixture was sequentially extracted with 10% aqueous sodium hydroxide (3.5 ml) and water (10.5 ml), the mixture was filtered and concentrated. The crude product was distilled (Kugelrohr) to yield 4.4 g (48%) of a colorless oil which was stored under N2.

Aufarbeitung

  1. temperatureThe reaction was refluxed 3 hours
  2. temperaturewas cooled
  3. extractionAfter the mixture was sequentially extracted with 10% aqueous sodium hydroxide (3.5 ml) and water (10.5 ml)
  4. filtrationthe mixture was filtered
  5. concentrationconcentrated
  6. distillationThe crude product was distilled (Kugelrohr)

Quellen und Nachweise

ORD-Eintrag
ord-b6ea8944620146d798863a76292bf804
Quelldatensatz
uspto-grants-1987_11
Patentnummer
US04707488

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