Triethylamine → methanesulfonic acid 1-methyl-1H-pyrazol-4-ylmethyl ester

HRID 246342

Reaktionsgleichung

Reaktionsgleichung von HRID 246342
[CH3:1][N:2]1[CH:6]=[C:5]([CH2:7][OH:8])[CH:4]=[N:3]1.C(N(CC)CC)C.[CH3:16][S:17](Cl)(=[O:19])=[O:18]>C(Cl)Cl>[CH3:1][N:2]1[CH:6]=[C:5]([CH2:7][O:8][S:17]([CH3:16])(=[O:19])=[O:18])[CH:4]=[N:3]1

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 11961423(1-methyl-1H-pyrazol-4-yl)methanol

Produkt 1

HCID 86677974methanesulfonic acid 1-methyl-1H-pyrazol-4-ylmethyl esterAusbeute 86,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

To a partial suspension of (1-methyl-1H-pyrazol-4-yl)methanol (75 mg, 0.67 mmol) in CH2Cl2 (4 mL) at 0° C. was added triethylamine (0.19 mL, 1.34 mmol) followed by methanesulfonyl chloride (57 μL, 0.74 mmol). The cloudy reaction mixture was stirred at 0° C. for 1 h then quenched with water and extracted with CH2Cl2. The organics were dried over MgSO4 and concentrated to give 110 mg of methanesulfonic acid 1-methyl-1H-pyrazol-4-ylmethyl ester a colorless oil which was used without further purification.

Aufarbeitung

  1. customThe cloudy reaction mixture
  2. customthen quenched with water
  3. extractionextracted with CH2Cl2
  4. dry with materialThe organics were dried over MgSO4
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-970c8880cb2a42609aec577bb9388b8c
Quelldatensatz
uspto-grants-2014_02
Patentnummer
US08658646B2

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