1-Butanol → 2-butoxy-9H-purin-6-amine

HRID 1684961Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1684961
[Na].Cl[C:3]1[N:11]=[C:10]2[C:6]([NH:7][CH:8]=[N:9]2)=[C:5]([NH2:12])[N:4]=1.O.[CH2:14]([OH:18])[CH2:15][CH2:16][CH3:17]>>[CH2:14]([O:18][C:3]1[N:11]=[C:10]2[C:6]([NH:7][CH:8]=[N:9]2)=[C:5]([NH2:12])[N:4]=1)[CH2:15][CH2:16][CH3:17]

Komponenten

5

Edukt 4

HCID 2631-ButanolHCID 962WaterHCID 949042-ChloroadenineHCID 5360545Sodium

Produkt 1

HCID 229289002-butoxy-9H-purin-6-amineAusbeute 76 %

Reaktionsbedingungen

Temperatur
140 °C

Versuchsvorschrift

After sodium (13.56 g, 590 mmol) was dissolved in n-butanol (480 ml), 2-chloroadenine (4.0 g, 23.59 mmol) was added thereto and the mixture was stirred at 140° C. for 19 hours. After the mixture was allowed to cool, water (400 ml) was added thereto and the mixture was stirred for 30 minutes. And then the organic layer was separated and concentrated. Water (400 ml) was added to the residue and the solution was neutralized with concentrated hydrochloric acid. The resulting precipitate was filtered and washed with ethanol to give the captioned compound (3.72 g, 17.97 mmol, yield 76%) as a white solid.

Aufarbeitung

  1. temperatureto cool
  2. stirringthe mixture was stirred for 30 minutes
  3. customAnd then the organic layer was separated
  4. concentrationconcentrated
  5. additionWater (400 ml) was added to the residue
  6. filtrationThe resulting precipitate was filtered
  7. washwashed with ethanol

Quellen und Nachweise

ORD-Eintrag
ord-7f8ef7d74b8848258f1559ef284e7508
Quelldatensatz
uspto-grants-2012_04
Patentnummer
US08148371B2

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