N,N-Dimethylaniline → 6-Benzylpyridin-2-amine

HRID 1003496

Reaktionsgleichung

Reaktionsgleichung von HRID 1003496
[CH2:1]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][N:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2-].[Na+].C[N:17](C)C1C=CC=CC=1>>[NH2:17][C:10]1[CH:11]=[CH:12][CH:13]=[C:8]([CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[N:9]=1

Komponenten

4

Edukt 3

HCID 949N,N-DimethylanilineHCID 75812-(Phenylmethyl)pyridineHCID 24533Sodium amide

Produkt 1

HCID 939026-Benzylpyridin-2-amine

Versuchsvorschrift

2-benzylpyridine (Aldrich, 2.5 g, 0.015 mole), sodium amide (780 mg, 0.02 mole) and N,N-dimethylaniline (25 mL) were refluxed overnight. The contents were allowed to cool and were partitioned between ether and water. The ether layer was dried (MgSO4) and concentrated in vacuo leaving an oil. The oil was purified by chromatography. The purified material was dissolved in 1N HCl, lyophilized, and triturated with EtOAc to give 2-amino-6-benzylpyridine as a white solid.

Aufarbeitung

  1. temperatureto cool
  2. customwere partitioned between ether and water
  3. dry with materialThe ether layer was dried (MgSO4)
  4. concentrationconcentrated in vacuo
  5. customleaving an oil
  6. customThe oil was purified by chromatography
  7. dissolutionThe purified material was dissolved in 1N HCl
  8. customtriturated with EtOAc

Quellen und Nachweise

ORD-Eintrag
ord-b4f6359734ba48bc95a711c609d6f9b5
Quelldatensatz
uspto-grants-2000_04
Patentnummer
US06046211

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