Water → 2-(Benzyloxy)-6-(pyrrolidin-1-yl)pyridine

HRID 1360021Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1360021
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11](Br)[N:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH:16]1[CH2:20][CH2:19][CH2:18][CH2:17]1.O>C(OCC)(=O)C.CCCCCC>[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([N:16]2[CH2:20][CH2:19][CH2:18][CH2:17]2)[N:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

5

Edukt 3

HCID 962WaterHCID 31268PyrrolidineHCID 8174752-Benzyloxy-6-bromopyridine

Produkt 1

HCID 669701082-(Benzyloxy)-6-(pyrrolidin-1-yl)pyridineAusbeute 95,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 21226206Ethyl acetate hexaneLösungsmittel

Versuchsvorschrift

In a dried microwave reactor, 526 mg (2.0 mmol) of 2-(benzyloxy)-6-bromopyridine and 1.70 ml (20 mmol) of pyrrolidine were placed, and the mixture was reacted using microwave at 150° C. for 10 min. The reaction mixture was mixed with 20 ml of water, extracted twice with 100 ml portions of ethyl acetate, and the organic layer was separated dried over anhydrous and kept under a reduced pressure to remove the solvent. The residue thus obtained was subjected to column chromatography using 10% ethyl acetate/hexane as an eluent to obtain 485 mg (yield 95%) of 2-(benzyloxy)-6-(pyrrolidin-1-yl)pyridine.

Aufarbeitung

  1. customthe mixture was reacted
  2. customat 150° C.
  3. customfor 10 min
  4. extractionextracted twice with 100 ml portions of ethyl acetate
  5. customthe organic layer was separated
  6. customdried over anhydrous and
  7. customto remove the solvent
  8. customThe residue thus obtained

Quellen und Nachweise

ORD-Eintrag
ord-19c37d60f3454b518a8188b9727a0db6
Quelldatensatz
uspto-grants-2011_02
Patentnummer
US07879835B2

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