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

HRID 1631065

Reaktionsgleichung

Reaktionsgleichung von HRID 1631065
[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 1c/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. customThe reaction was monitored by 1c/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-1012f5beb1434813ba7779e5360d702d
Quelldatensatz
uspto-grants-2014_07
Patentnummer
US08791149B2

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