Hydrazine hydrate (1:1) → 2-(methoxymethyl)-2,3-dihydro-1H-inden-2-amine

HRID 19728Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 19728
[CH3:1][O:2][CH2:3][C:4]1([N:13]2C(=O)C3C(=CC=CC=3)C2=O)[CH2:12][C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH2:5]1.O.NN>C(O)C>[CH3:1][O:2][CH2:3][C:4]1([NH2:13])[CH2:12][C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH2:5]1

Komponenten

4

Edukt 2

HCID 24654Hydrazine hydrate (1:1)3×HCID 685632312-(2-Methoxymethylindan-2-yl)-isoindole-1,3-dione

Produkt 1

HCID 534076272-(methoxymethyl)-2,3-dihydro-1H-inden-2-amine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of 2-(2-methoxymethylindan-2-yl)-isoindole-1,3-dione (0.30 g, 0.976 mmol) and hydrazine hydrate (47 μl, 0.976 mmol) in 95% ethanol (15 ml) is heated to reflux for 45 hours. Further hydrazine hydrate (9.4 μl, 0.976 mmol) is added and the reaction refluxed for an additional 16 hours, followed by addition of a final portion of hydrazine hydrate (9.4 μl, 0.976 mmol) and a further 16 hours reflux. After cooling, the resultant suspension is filtered and the filter cake washed with ethanol. The combined filtrate and washings are evaporated and triturated with ether to afford 2-methoxymethylindan-2-ylamine, MH+178.

Aufarbeitung

  1. temperatureis heated
  2. temperatureto reflux for 45 hours
  3. temperaturethe reaction refluxed for an additional 16 hours
  4. temperaturea further 16 hours reflux
  5. temperatureAfter cooling
  6. filtrationthe resultant suspension is filtered
  7. washthe filter cake washed with ethanol
  8. customThe combined filtrate and washings are evaporated
  9. customtriturated with ether

Quellen und Nachweise

ORD-Eintrag
ord-6701d69aee314211944330f445d96ad7
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07745462B2

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