Triethylamine → 2-Methanesulfonyloxy-2-p-tolyl-1,1,1,3,3,3-hexafluoropropane

HRID 861836

Reaktionsgleichung

Reaktionsgleichung von HRID 861836
[F:1][C:2]([F:17])([F:16])[C:3]([C:9]1[CH:14]=[CH:13][C:12]([CH3:15])=[CH:11][CH:10]=1)([OH:8])[C:4]([F:7])([F:6])[F:5].C(N(CC)CC)C.[CH3:25][S:26](Cl)(=[O:28])=[O:27]>C(Cl)Cl>[CH3:25][S:26]([O:8][C:3]([C:9]1[CH:14]=[CH:13][C:12]([CH3:15])=[CH:11][CH:10]=1)([C:4]([F:6])([F:5])[F:7])[C:2]([F:16])([F:17])[F:1])(=[O:28])=[O:27]

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 748292-(p-Tolyl)hexafluoroisopropanol

Produkt 1

HCID 197002732-Methanesulfonyloxy-2-p-tolyl-1,1,1,3,3,3-hexafluoropropaneAusbeute 71,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
5 °C

Versuchsvorschrift

5.16 g (20 mmol) of 1,1,1,3,3,3-hexafluoro-2-p-tolylpropan-2-ol were dissolved in 50 ml of methylene chloride, and 2.8 g (28 mmol) of triethylamine were added. 3.2 g (22 mmol) of methanesulfonyl chloride were added dropwise, while stirring, to the solution cooled to 5° C. After warming up to room temperature, the mixture was allowed to stand overnight. The precipitated salt was filtered off and the organic solution was evaporated down. The subsequent chromatography (silica gel/methylene chloride) gave 4.8 g of 2-methanesulfonyloxy-2-p-tolyl-1,1,1,3,3,3-hexafluoropropane (pale yellow oil).

Aufarbeitung

  1. temperatureAfter warming up to room temperature
  2. filtrationThe precipitated salt was filtered off
  3. customthe organic solution was evaporated down

Quellen und Nachweise

ORD-Eintrag
ord-bfa83e74d423487693db90f92360767b
Quelldatensatz
uspto-grants-1998_02
Patentnummer
US05716756

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