Water → HCID 23298448, Verbindung

HRID 1953545Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1953545
[ClH:1].[N+:2]([C:5]1[CH:13]=[C:12]2[C:8]([CH2:9][CH2:10][CH:11]2[NH2:14])=[CH:7][CH:6]=1)([O-:4])=[O:3].C(N(CC)CC)C.[CH2:22](Br)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1.O>CN(C=O)C>[ClH:1].[N+:2]([C:5]1[CH:13]=[C:12]2[C:8]([CH2:9][CH2:10][CH:11]2[NH:14][CH2:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)=[CH:7][CH:6]=1)([O-:4])=[O:3]

Komponenten

6

Edukt 4

HCID 962WaterHCID 7498Benzyl BromideHCID 8471TriethylamineHCID 232984006-Nitro-2,3-dihydro-1H-inden-1-amine--hydrogen chloride (1/1)

Produkt 1

HCID 23298448HCID 23298448, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To 6-nitro-1-aminoindane hydrochloride (1.90 g, 8.85 mmol) in DMF (30 ml) was added triethylamine (2.50 ml, 18.06 mmol) followed by benzyl bromide (1.07 ml, 9.03 mmol). The mixture was warmed to room temperature, stirred for 3 hr, dumped into water (100 ml), and extracted with ethyl acetate (3×70 ml). The combined extracts were washed with water, dried over magnesium sulfate, filtered through a small plug of silica gel and reduced to a syrup. The titled compound was isolated as the hydrochloride salt: (1.34 g, 50%); m.p. 234-235° C.

Aufarbeitung

  1. extractionextracted with ethyl acetate (3×70 ml)
  2. washThe combined extracts were washed with water
  3. dry with materialdried over magnesium sulfate
  4. filtrationfiltered through a small plug of silica gel

Quellen und Nachweise

ORD-Eintrag
ord-a03bdd153d364011a71eadda57534a2f
Quelldatensatz
uspto-grants-2000_09
Patentnummer
US06117898

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