Triphenylsilane → HCID 86676047、化合物

HRID 1502195ノート

反応式

HRID 1502195 の反応式
[C:1]([N:4]1[C:16]2[CH:15]=[CH:14][C:13](I)=[CH:12][C:11]=2[C:10]2[C:5]1=[CH:6][CH:7]=[C:8](I)[CH:9]=2)(=[O:3])[CH3:2].[C:19]1([SiH:25]([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>CN1CCCC1=O>[C:1]([N:4]1[C:16]2[CH:15]=[CH:14][C:13]([Si:25]([C:19]3[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=3)([C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)[C:32]3[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=3)=[CH:12][C:11]=2[C:10]2[C:5]1=[CH:6][CH:7]=[C:8]([Si:25]([C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=1)([C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)[C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1)[CH:9]=2)(=[O:3])[CH3:2]

参加物

4

反応物 2

HCID 69922TriphenylsilaneHCID 134073501-(3,6-Diiodo-9H-carbazol-9-yl)ethan-1-one

生成物 1

HCID 86676047HCID 86676047、化合物収率 12.5%

試薬・触媒・溶媒 1

HCID 13387N-methyl-2-pyrrolidone溶媒

実験手順

9-Acetyl-3,6-diiodocarbazole (10.0 g) and triphenylsilane (12.4 g) were dry N-methylpyrrolidone (200 mL), followed by bubbling with argon gas for 30 min. Tripotassium phosphate (27.6 g) and bis(tri-t-butylphosphine)palladium (0.111 g) were added thereto, and the mixture was stirred at room temperature for 19 hours. The obtained reaction mixture was filtrated, and the filtrate was extracted with methylene chloride. The separated organic layer was washed with brine and dried, and the methylene chloride was evaporated. The residue was treated through silica gel column chromatography (eluent: toluene), to thereby obtain 1.97 g of 9-acetyl-3,6-bis(triphenylsilyl)carbazole as colorless powder.

後処理

  1. customby bubbling with argon gas for 30 min
  2. additionTripotassium phosphate (27.6 g) and bis(tri-t-butylphosphine)palladium (0.111 g) were added
  3. customThe obtained reaction mixture
  4. filtrationwas filtrated
  5. extractionthe filtrate was extracted with methylene chloride
  6. washThe separated organic layer was washed with brine
  7. customdried
  8. customthe methylene chloride was evaporated
  9. additionThe residue was treated through silica gel column chromatography (eluent: toluene)

出典と根拠

ORDレコード
ord-b48214e5483042ad85a7dc9f8dd92e0d
出典データセット
uspto-grants-2015_12
特許番号
US09206202B2

反応ノート

読み込み中…