Ammonium Chloride → 7-Fluoro-1H-indole

HRID 583062

反応式

HRID 583062 の反応式
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N+:8]([O-])=O.[CH:11]([Mg]Cl)=[CH2:12].[Cl-].[NH4+]>O1CCCC1>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]2[C:3]=1[NH:8][CH:12]=[CH:11]2

参加物

5

反応物 3

HCID 25517Ammonium ChlorideHCID 738951-Fluoro-2-nitrobenzeneHCID 178461836HCID 178461836、化合物

生成物 1

HCID 27745047-Fluoro-1H-indole

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
-50 °C

実験手順

2 Fluoronitrobenzene (20.0 g, 0.142 mol) was dissolved in dry tetrahydrofuran (400 ml) and cooled to -50° C. Vinylmagnesium chloride (288 ml, 15% wt/vol) was added at -45° C. and stirred at this temperature for one hour. Poured onto saturated ammonium chloride (600 ml). Separated and aqueous extracted with diethyl ether (2×200 ml). Dried (MgSO4), filtered and concentrated in vacuo to yield a dark oil which was purified by column chromatography on silica using toluene as mobile phase. Fractions concentrated to yield a crystalline solid.

後処理

  1. customSeparated
  2. extractionaqueous extracted with diethyl ether (2×200 ml)
  3. dry with materialDried (MgSO4)
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. customto yield a dark oil which
  7. customwas purified by column chromatography on silica
  8. concentrationFractions concentrated
  9. customto yield a crystalline solid

出典と根拠

ORDレコード
ord-cab904f2e9934dfcbe038bb6b012a84e
出典データセット
uspto-grants-1999_07
特許番号
US05929072

関連ノート

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