Thioglycolic Acid → HCID 178526195, Verbindung

HRID 1758186Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1758186
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 preciptiate was filtered, subjected to silica gel column 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 preciptiate 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-3031ea6899344afd803ba36c954c2878
Quelldatensatz
uspto-grants-1983_02
Patentnummer
US04371710

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