Sodium Chloride → 7-ethyl-2-methyl-1H-indole

HRID 890236ノート

反応式

HRID 890236 の反応式
[CH2:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[N+:9]([O-])=O)[CH3:2].[C:12]([Mg]Br)([CH3:14])=[CH2:13].[Na+].[Cl-]>C1COCC1>[CH3:14][C:12]1[NH:9][C:4]2[C:5]([CH:13]=1)=[CH:6][CH:7]=[CH:8][C:3]=2[CH2:1][CH3:2]

参加物

5

反応物 3

HCID 5234Sodium ChlorideHCID 691561-Ethyl-2-nitrobenzeneHCID 178456138HCID 178456138、化合物

生成物 1

HCID 222505877-ethyl-2-methyl-1H-indole

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
-20 °C

実験手順

A solution of 36.5 g of 2-ethylnitrobenzene in 250 ml of THF is added dropwise at −20° C. to 1.6 l of 0.5M isopropenylmagnesium bromide in THF. The reaction medium is maintained at −20° C. with stirring for 2 hours and then the medium is poured onto 800 ml of saturated NaCl solution. The mixture is allowed to separate by settling and then extraction is carried out with ether. The ether extract is dried and evaporated and then the residue is chromatographed on silica while eluting with an AcOEt/cyclohexane (1/9, v/v) mixture. 23.75 g of the expected compound are obtained.

後処理

  1. customto separate
  2. extractionextraction
  3. extractionThe ether extract
  4. customis dried
  5. customevaporated
  6. customthe residue is chromatographed on silica
  7. washwhile eluting with an AcOEt/cyclohexane (1/9, v/v) mixture

出典と根拠

ORDレコード
ord-bea267bd53d245be8521dee4a2e95693
出典データセット
uspto-grants-2006_02
特許番号
US06995184B2

反応ノート

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