Methyl iodide → HCID 20284777, Verbindung

HRID 127526

Reaktionsgleichung

Reaktionsgleichung von HRID 127526
C[Mg]I.[Mg].[CH3:5]I.[CH:7]([CH:9]1[C:21]2[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[NH:14][C:13]=2[S:12][CH2:11][CH2:10]1)=[O:8].[Cl-].[NH4+]>CCOCC.C1C=CC=CC=1>[OH:8][CH:7]([CH:9]1[C:21]2[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[NH:14][C:13]=2[S:12][CH2:11][CH2:10]1)[CH3:5]

Komponenten

8

Edukt 5

HCID 6328Methyl iodideHCID 25517Ammonium ChlorideHCID 5462224MagnesiumHCID 147356294-Formyl-2,3,4,9-tetrahydrothiopyrano[2,3-b]indoleHCID 178418373HCID 178418373, Verbindung

Produkt 1

HCID 20284777HCID 20284777, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 241BenzeneLösungsmittel2×HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

Methyl magnesium iodide prepared from reaction of magnesium (2.4 g) and methyl iodide (13.9 g) in absolute ether is dissolved in absolute benzene (50 ml) and a solution of 4-formyl-2,3,4,9-tetrahydrothiopyrano[2,3-b]indole (5.5 g) in absolute benzene (60 ml) is added dropwise thereto during 3 hours. The mixture is stirred at room temperature for 1 hour, poured slowly into an ice water containing ammonium chloride (10 g) and extracted with ether. The extract is evaporated. The oily residue is chromatographed on a column of silica gel and eluted with ether-benzene (1:50). The eluate is evaporated. The residue is again chromatographed on a column of silica gel and eluted with benzene and ether-benzene (1:20). The title compound is obtained from the latter eluate as an oil (4.58 g).

Aufarbeitung

  1. extractionextracted with ether
  2. customThe extract is evaporated
  3. customThe oily residue is chromatographed on a column of silica gel
  4. washeluted with ether-benzene (1:50)
  5. customThe eluate is evaporated
  6. customThe residue is again chromatographed on a column of silica gel
  7. washeluted with benzene and ether-benzene (1:20)

Quellen und Nachweise

ORD-Eintrag
ord-c88c20fec02f4ae395639a69a822b0fe
Quelldatensatz
uspto-grants-1981_03
Patentnummer
US04256640

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