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

HRID 62173

反応式

HRID 62173 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
80 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-5c52c6334595429691da345b10b25a6c
出典データセット
uspto-grants-2016_09
特許番号
US09446042B2

関連ノート

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