Methyl iodide → 2-Isopropylpyridine

HRID 471192

Reaktionsgleichung

Reaktionsgleichung von HRID 471192
[CH2:1]([Li])CCC.[CH2:6]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][N:9]=1)[CH3:7].CI>O1CCCC1>[CH:6]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][N:9]=1)([CH3:1])[CH3:7]

Komponenten

5

Edukt 3

HCID 6328Methyl iodideHCID 75232-EthylpyridineHCID 178418339Butyllithium

Produkt 1

HCID 695232-Isopropylpyridine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A solution of butyllithium (1.6M in hexanes, 50 mL) was added dropwise over 20 min to a solution of 2-ethylpyridine (9.34 mL) in tetrahydrofuran (50 mL) at −70° C. The mixture was stirred for 2 h then methyl iodide (5 mL) was added dropwise over 15 min. The resulting orange slurry was allowed to warm to RT and stirred overnight. The solvent was evaporated and the residue diluted with diethylether (100 mL). The organic layer was washed with water (2×100 mL) and brine (100 mL), then dried over sodium sulphate, filtered and evaporated to give the subtitled compound as a yellow oil. Yield 9.1 g.

Aufarbeitung

  1. stirringstirred overnight
  2. customThe solvent was evaporated
  3. additionthe residue diluted with diethylether (100 mL)
  4. washThe organic layer was washed with water (2×100 mL) and brine (100 mL)
  5. dry with materialdried over sodium sulphate
  6. filtrationfiltered
  7. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-cc37459afe1643b99fc32b60888ac2a4
Quelldatensatz
uspto-grants-2014_01
Patentnummer
US08629271B2

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