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

HRID 508238

Reaktionsgleichung

Reaktionsgleichung von HRID 508238
[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-8842743724ac408ca4a3cb43879ef6b3
Quelldatensatz
uspto-grants-2015_08
Patentnummer
US09095571B2

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