2-Aminoindane → 2,3,4,7-tetrahydro-1H-inden-2-ylamine

HRID 19723

Reaktionsgleichung

Reaktionsgleichung von HRID 19723
[NH2:1][CH:2]1[CH2:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3]1.[Li]>N>[CH2:3]1[C:4]2[CH2:5][CH:6]=[CH:7][CH2:8][C:9]=2[CH2:10][CH:2]1[NH2:1]

Komponenten

4

Edukt 2

HCID 763102-AminoindaneHCID 3028194Lithium

Produkt 1

HCID 552856362,3,4,7-tetrahydro-1H-inden-2-ylamine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 222AmmoniaLösungsmittel

Reaktionsbedingungen

Temperatur
-78 °C

Versuchsvorschrift

Liquid ammonia (80 ml) is condensed at −78° C. and 2-aminoindane (2 g, 15 mmol) is added, followed by lithium wire (2 g, 300 mmol) portionwise over 5 minutes. The reaction is stirred at −78° C. for 2 hours, then cautiously quenched with ethanol (100 ml) and warmed to ambient temperature overnight. Water is added, the mixture is extracted with ether and the combined organic extracts are washed with brine, dried (MgSO4) and evaporated to afford 2,3,4,7-tetrahydro-1H-inden-2-ylamine. [M+CH3CN] 177.

Aufarbeitung

  1. customcondensed at −78° C.
  2. customcautiously quenched with ethanol (100 ml)
  3. temperaturewarmed to ambient temperature overnight
  4. additionWater is added
  5. extractionthe mixture is extracted with ether
  6. washthe combined organic extracts are washed with brine
  7. dry with materialdried (MgSO4)
  8. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-620c63832b7e4dc5bc80e632159706c9
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07745462B2

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