Water → 2-Methyl-3-methylthiomethyl-7-nitrobenzo[b]furan

HRID 342428Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 342428
Cl[CH2:2][C:3]1[C:4]2[CH:12]=[CH:11][CH:10]=[C:9]([N+:13]([O-:15])=[O:14])[C:5]=2[O:6][C:7]=1[CH3:8].[CH3:16][S-:17].[Na+].O>CN(C)C=O>[CH3:8][C:7]1[O:6][C:5]2[C:9]([N+:13]([O-:15])=[O:14])=[CH:10][CH:11]=[CH:12][C:4]=2[C:3]=1[CH2:2][S:17][CH3:16]

Komponenten

5

Edukt 3

HCID 962WaterHCID 4378561Sodium methanethiolateHCID 701999963-Chloromethyl-2-methyl-7-nitrobenzo[b]furan

Produkt 1

HCID 675582772-Methyl-3-methylthiomethyl-7-nitrobenzo[b]furanAusbeute 68,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A mixture of 3-chloromethyl-2-methyl-7-nitrobenzo[b]furan (200 mg) and sodium thiomethoxide (68 mg) in N,N-dimethylformamide (2 ml) was stirred at ambient temperature for 2 hours. The reaction mixture was poured into cold water and the separated oil was extracted with ethyl acetate. The extract was washed with brine, dried over sodium sulfate and concentrated in vacuo. The residue was purified by column chromatography on silica gel to give 2-methyl-3-methylthiomethyl-7-nitrobenzo[b]furan (144 mg).

Aufarbeitung

  1. extractionthe separated oil was extracted with ethyl acetate
  2. washThe extract was washed with brine
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated in vacuo
  5. customThe residue was purified by column chromatography on silica gel

Quellen und Nachweise

ORD-Eintrag
ord-f353448f02d74242a78a6cc629a40c9e
Quelldatensatz
uspto-grants-1999_01
Patentnummer
US05858995

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