Ethanol → 3-(2,6-Dimethylphenyl)propan-1-amine

HRID 745492

Reaktionsgleichung

Reaktionsgleichung von HRID 745492
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[CH2:9][CH2:10][CH2:11][N:12]1C(=O)C2C(=CC=CC=2)C1=O.C(O)C.NN>>[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[CH2:9][CH2:10][CH2:11][NH2:12]

Komponenten

4

Edukt 3

HCID 702EthanolHCID 9321HydrazineHCID 136567382-[3-(2,6-dimethylphenyl)propyl]-1H-isoindole-1,3(2H)-dione

Produkt 1

HCID 201519293-(2,6-Dimethylphenyl)propan-1-amineAusbeute 59 %

Versuchsvorschrift

A 10 g (34.4 mmole) sample of the title compound of Example 33 was refluxed for 2 hours in 150 ml of ethanol containing 1.2 g (36.7 mmole) of 97% hydrazine. After concentrating the solution, the white crystalline residue was mixed with 100 ml of 10% NaOH and 100 ml of ether. The aqueous phase was separated and extracted with another 100 ml portion of ether. The combined ether extracts were than washed with water, dried over MgSO4 and stripped of all solvent under reduced pressure to yield 3.3 g (59%) of the product as an oil. This material was used without further purification.

Aufarbeitung

  1. concentrationAfter concentrating the solution
  2. additionthe white crystalline residue was mixed with 100 ml of 10% NaOH and 100 ml of ether
  3. customThe aqueous phase was separated
  4. extractionextracted with another 100 ml portion of ether
  5. washthan washed with water
  6. dry with materialdried over MgSO4

Quellen und Nachweise

ORD-Eintrag
ord-8c6d15244ef241f4a4b1f694d4b10335
Quelldatensatz
uspto-grants-1986_07
Patentnummer
US04599325

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