Thiophenol → 1-(3,6-dibromo-9H-carbazol-9-yl)-3-(phenylthio)propan-2-ol

HRID 404268

Reaktionsgleichung

Reaktionsgleichung von HRID 404268
[C:1]1([SH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Br:8][C:9]1[CH:10]=[CH:11][C:12]2[N:13]([CH2:23][CH:24]3[CH2:26][O:25]3)[C:14]3[C:19]([C:20]=2[CH:21]=1)=[CH:18][C:17]([Br:22])=[CH:16][CH:15]=3>CO>[Br:8][C:9]1[CH:10]=[CH:11][C:12]2[N:13]([CH2:23][CH:24]([OH:25])[CH2:26][S:7][C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)[C:14]3[C:19]([C:20]=2[CH:21]=1)=[CH:18][C:17]([Br:22])=[CH:16][CH:15]=3

Komponenten

4

Edukt 2

HCID 7969ThiophenolHCID 27754733,6-dibromo-9-((oxiran-2-yl)methyl)-9H-carbazole

Produkt 1

HCID 468532991-(3,6-dibromo-9H-carbazol-9-yl)-3-(phenylthio)propan-2-ol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

Benzenethiol (30 Tl, 0.29 mmol) was added to a solution of 3,6-dibromo-9-(oxiran-2-ylmethyl)-9H-carbazole (epoxide 2-A, 101.6 mg, 0.27 mmol) in 5.0 ml MeOH at r.t. The reaction mixture was heated to 80° C. and stirred overnight at the same temperature. The reaction was monitored by lc/ms for the consumption of SM. The reaction was cooled, diluted with ethyl acetate and washed with water and brine. The organic layer was dried over Na2SO4, filtered and condensed.

Aufarbeitung

  1. customlc/ms for the consumption of SM
  2. temperatureThe reaction was cooled
  3. additiondiluted with ethyl acetate
  4. washwashed with water and brine
  5. dry with materialThe organic layer was dried over Na2SO4
  6. filtrationfiltered
  7. customcondensed

Quellen und Nachweise

ORD-Eintrag
ord-cfe56fded0c14f2d9213968c39826521
Quelldatensatz
uspto-grants-2014_06
Patentnummer
US08748473B2

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