Thioglycolic Acid → HCID 178526195, Verbindung

HRID 2285868Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2285868
S[CH2:2][C:3]([OH:5])=O.C(C1C=C(C)C=C(C(C)(C)C)N=1)(C)(C)C.FC(F)(F)[S:23]([O-])(=O)=O.[F:29][C:30]([F:60])([C:56]([F:59])([F:58])[F:57])[C:31]([F:55])([F:54])[C:32]([F:53])([F:52])[C:33]([F:51])([F:50])[C:34]([F:49])([F:48])[C:35]([F:47])([F:46])[C:36]([F:45])([F:44])[I+]C1C=CC=CC=1>C(Cl)Cl>[F:29][C:30]([F:60])([C:56]([F:59])([F:58])[F:57])[C:31]([F:55])([F:54])[C:32]([F:53])([F:52])[C:33]([F:51])([F:50])[C:34]([F:49])([F:48])[C:35]([F:47])([F:46])[C:36]([F:45])([F:44])[CH2:2][C:3]([OH:5])=[S:23]

Komponenten

5

Edukt 3

HCID 1133Thioglycolic AcidHCID 988982,6-Di-tert-butyl-4-methylpyridineHCID 2760324(Heptadecafluorooctyl)(phenyl)iodanium trifluoromethanesulfonate

Produkt 1

HCID 178526195HCID 178526195, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

2.0 ml of methylene chloride, 0.03 ml (0.42 mmol) of mercaptoacetic acid and 80 mg (0.39 mmol) of 2,6-di-tert-butyl-4-methylpyridine were charged in a flask, and 290 mg (0.38 mmol) of heptadecafluoro-n-octylphenyliodonium trifluoromethanesulfonate was added thereto in small portions while stirring at room temperature, followed by stirring for 20 minutes at room temperature. The resulting precipitate was filtered, subjected to silica gel chromatography and, after eluting iodobenzene with pentane, the desired product was eluted with diethyl ether. Diethyl ether was distilled off from the eluate to obtain heptadecafluoro-n-octylthioacetic acid as white crystals. A sample of the product was purified by gas chromatography. Yield, 88%.

Aufarbeitung

  1. stirringby stirring for 20 minutes at room temperature
  2. filtrationThe resulting precipitate was filtered
  3. washafter eluting iodobenzene with pentane
  4. washthe desired product was eluted with diethyl ether
  5. distillationDiethyl ether was distilled off from the eluate

Quellen und Nachweise

ORD-Eintrag
ord-08da4de1308c43dea5fc98175f9d5b43
Quelldatensatz
uspto-grants-1982_04
Patentnummer
US04324741

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