Triethylamine → (2,6-Dimethyl-4-phenylpyridin-3-yl)methyl methanesulfonate

HRID 1182703Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1182703
CCN(CC)CC.[CH3:8][S:9](Cl)(=[O:11])=[O:10].[CH3:13][C:14]1[C:19]([CH2:20][OH:21])=[C:18]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH:17]=[C:16]([CH3:28])[N:15]=1>C(Cl)Cl>[CH3:8][S:9]([O:21][CH2:20][C:19]1[C:14]([CH3:13])=[N:15][C:16]([CH3:28])=[CH:17][C:18]=1[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)(=[O:11])=[O:10]

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 67434062(2,6-Dimethyl-4-phenylpyridin-3-yl)methanol

Produkt 1

HCID 86658032(2,6-Dimethyl-4-phenylpyridin-3-yl)methyl methanesulfonate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

NEt3 (0.60 mL, 4.31 mmol) and methanesulphonyl chloride (0.20 mL, 2.59 mmol) were added to a solution of (2,6-dimethyl-4-phenylpyridin-3-yl)methanol (460 mg, 2.16 mmol) in DCM (40 mL) at 0° C. After stirring for 40 min at 0° C. the reaction mixture was diluted with DCM, washed with sat. aqueous NaHCO3 solution, water and dried (MgSO4). Removal of the solvent provided crude (2,6-dimethyl-4-phenylpyridin-3-yl)methyl methanesulfonate which was used without further purification (650 mg).

Aufarbeitung

  1. washwashed with sat. aqueous NaHCO3 solution, water
  2. dry with materialdried (MgSO4)
  3. customRemoval of the solvent

Quellen und Nachweise

ORD-Eintrag
ord-4e014c9a64764d18afa47a8f6ad13ead
Quelldatensatz
uspto-grants-2014_03
Patentnummer
US08664214B2

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