Hydrochloric Acid → 4-Methyl-2,3-dihydro-1H-inden-1-amine

HRID 2421818Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2421818
[N:1]([CH:4]1[C:12]2[C:7](=[C:8]([CH3:13])[CH:9]=[CH:10][CH:11]=2)[CH2:6][CH2:5]1)=[N+]=[N-].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.Cl>C1COCC1.O>[CH3:13][C:8]1[CH:9]=[CH:10][CH:11]=[C:12]2[C:7]=1[CH2:6][CH2:5][CH:4]2[NH2:1]

Komponenten

6

Edukt 3

HCID 313Hydrochloric AcidHCID 11776TriphenylphosphineHCID 59860533HCID 59860533, Verbindung

Produkt 1

HCID 227428304-Methyl-2,3-dihydro-1H-inden-1-amine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittel2×HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

1.0 g (5.8 mmol) 1-azido-4-methyl-indane is treated with 4.54 g (17.3 mmol) triphenylphosphine in 26 ml THF and 1.4 ml H2O at room temperature overnight. Completion of the reaction is achieved by heating up the mixture for additional 2.5 hours. The reaction mixture is then cooled to room temperature and diluted with water. The pH is adjusted to 2 by adding cold (ca 0° C.) aqueous HCl (1M). After extraction with EtOAc the aqueous layer is separated, basified with NaOH (2M) and extracted into EtOAc. The organic layer is then dried (MgSO4) and concentrated in vacuo to give 4-methyl-indan-1-yl-amine as a light yellow liquid.

Aufarbeitung

  1. temperatureby heating up the mixture for additional 2.5 hours
  2. extractionAfter extraction with EtOAc the aqueous layer
  3. customis separated
  4. extractionextracted into EtOAc
  5. dry with materialThe organic layer is then dried (MgSO4)
  6. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-ba6de2215ef446e885bdadf106d88e49
Quelldatensatz
uspto-grants-2011_06
Patentnummer
US07960310B2

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