Water → 9-Benzothienylphenanthridine

HRID 467386ノート

反応式

HRID 467386 の反応式
[S:1]1[C:5](B(O)O)=[CH:4][C:3]2[CH:9]=[CH:10][CH:11]=[CH:12][C:2]1=2.Cl[C:14]1[CH:15]=[CH:16][C:17]2[C:26]([CH:27]=1)=[C:25]1[C:20]([CH:21]=[CH:22][CH:23]=[CH:24]1)=[N:19][CH:18]=2.C(=O)([O-])[O-].[Na+].[Na+].O>O1CCCC1.[Pd]>[S:1]1[C:2]2[CH:12]=[CH:11][CH:10]=[CH:9][C:3]=2[CH:4]=[C:5]1[C:14]1[CH:15]=[CH:16][C:17]2[C:26]([CH:27]=1)=[C:25]1[C:20]([CH:21]=[CH:22][CH:23]=[CH:24]1)=[N:19][CH:18]=2

参加物

7

反応物 4

HCID 962WaterHCID 2359Benzo(B)Thiophene-2-Boronic AcidHCID 10340Sodium CarbonateHCID 673172599-Chlorophenanthridine

生成物 1

HCID 673173089-Benzothienylphenanthridine収率 78%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 8028Tetrahydrofuran溶媒

実験手順

Benzo[b]thiophene-2-ylboronic acid (884 mg, 5.0 mmol) and 9-chlorophenanthridin (1.0 g, 4.8 mmol) were dissolved in tetrahydrofuran (30 ml), and palladium catalyst (160 mg, 0.14 mmol) and 2M sodium carbonate solution (20 ml) were added, followed by refluxing under a N2 atmosphere for 5 hours. The reaction solution was added to H2O and the mixture was extracted with chloroform, followed by drying with sodium sulfate. After filtration, the filtrate was evaporated to dryness under reduced pressure. The obtained solid was purified by column chromatography (eluent: chloroform) (amount: 1.15 g, yield: 78%).

後処理

  1. temperatureby refluxing under a N2 atmosphere for 5 hours
  2. extractionthe mixture was extracted with chloroform
  3. dry with materialby drying with sodium sulfate
  4. filtrationAfter filtration
  5. customthe filtrate was evaporated to dryness under reduced pressure
  6. customThe obtained solid was purified by column chromatography (eluent: chloroform) (amount: 1.15 g, yield: 78%)

出典と根拠

ORDレコード
ord-48bd6ccb37be4985b64204451b59cf70
出典データセット
uspto-grants-2014_01
特許番号
US08623239B2

反応ノート

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