Diethyl Ether → 1-Benzyl-3-iodoindazole

HRID 1935641Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1935641
[H-].[Na+].[I:3][C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[NH:6][N:5]=1.[CH2:13](Br)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.C(OCC)C>O1CCCC1.O>[CH2:13]([N:6]1[C:7]2[C:12](=[CH:11][CH:10]=[CH:9][CH:8]=2)[C:4]([I:3])=[N:5]1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Komponenten

7

Edukt 4

HCID 3283Diethyl EtherHCID 7498Benzyl BromideHCID 24758Sodium hydrideHCID 178506566HCID 178506566, Verbindung

Produkt 1

HCID 110676031-Benzyl-3-iodoindazole

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

1.49 g of 95% pure sodium hydride (59.0 mmol) were added in portions to a solution of 12.0 g (49.2 mmol) of 3-iodoindazole in 100 ml of anhydrous tetrahydrofuran under argon. After the mixture had been stirred at room temperature for 45 minutes, 7.02 ml (59.0 mmol) of benzyl bromide were added dropwise. The mixture was stirred overnight at room temperature, and diethyl ether and water were then added. The organic phase was washed with saturated sodium chloride solution, dried over magnesium sulphate and concentrated to dryness on a rotary evaporator. The excess benzyl bromide was separated off by bulb tube distillation. The distillation residue gave a product in the form of an oil which gradually crystallized.

Aufarbeitung

  1. stirringThe mixture was stirred overnight at room temperature
  2. washThe organic phase was washed with saturated sodium chloride solution
  3. dry with materialdried over magnesium sulphate
  4. concentrationconcentrated to dryness on a rotary evaporator
  5. customThe excess benzyl bromide was separated off by bulb tube
  6. distillationdistillation
  7. customThe distillation residue gave a product in the form of an oil which
  8. customgradually crystallized

Quellen und Nachweise

ORD-Eintrag
ord-f66eb12a0c0342269312d7ac88a7976e
Quelldatensatz
uspto-grants-2002_05
Patentnummer
US06387940B1

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