Triethylamine → Methanesulfonic acid 4-fluoro-5-iodo-2-methanesulfonyloxymethyl-benzyl ester

HRID 225672Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 225672
[F:1][C:2]1[C:3]([I:12])=[CH:4][C:5]([CH2:10][OH:11])=[C:6]([CH2:8][OH:9])[CH:7]=1.C(N(CC)CC)C.[CH3:20][S:21](Cl)(=[O:23])=[O:22]>ClCCl.O>[F:1][C:2]1[C:3]([I:12])=[CH:4][C:5]([CH2:10][O:11][S:21]([CH3:20])(=[O:23])=[O:22])=[C:6]([CH2:8][O:9][S:21]([CH3:20])(=[O:23])=[O:22])[CH:7]=1

Komponenten

6

Edukt 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 57753608(5-Fluoro-2-hydroxymethyl-4-iodo-phenyl)-methanol

Produkt 1

HCID 57753243Methanesulfonic acid 4-fluoro-5-iodo-2-methanesulfonyloxymethyl-benzyl esterAusbeute 67 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

To a suspension of 8.86 mmol (5-fluoro-2-hydroxymethyl-4-iodo-phenyl)-methanol in 30 ml dichloromethane at 0° C. were added dropwise 22.2 mmol triethylamine and 19.5 mmol methanesulfonyl chloride. The mixture was stirred at 0° C. for 1 h, and then at room temperature for 5 h. The reaction mixture was diluted with water and extracted four times with dichloromethane. The combined organic phases were dried over sodium sulfate and concentrated in vacuo to afford the title compound as a yellow oil (67% yield) which was used in the next step without further purification.

Aufarbeitung

  1. waitat room temperature for 5 h
  2. extractionextracted four times with dichloromethane
  3. dry with materialThe combined organic phases were dried over sodium sulfate
  4. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-07af760e6a8c43198d5ef0a8f63245b1
Quelldatensatz
uspto-grants-2009_07
Patentnummer
US07557114B2

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