Diethyl Ether → (E)-3-(5,6-Dichloroindol-2-yl)-2-propenaldehyde

HRID 1070696ノート

反応式

HRID 1070696 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][C:10]=1[Cl:11])[NH:7][C:6]([CH:12]=[CH:13][CH2:14][OH:15])=[CH:5]2.C(OCC)C.[Na+].[Cl-]>>[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][C:10]=1[Cl:11])[NH:7][C:6](/[CH:12]=[CH:13]/[CH:14]=[O:15])=[CH:5]2

参加物

4

反応物 3

HCID 3283Diethyl EtherHCID 5234Sodium ChlorideHCID 540737823-(5,6-Dichloro-2-indolyl)-2-propen-1-ol

生成物 1

HCID 10823931(E)-3-(5,6-Dichloroindol-2-yl)-2-propenaldehyde収率 89%

実験手順

To a solution of (E) 3-(5,6-dichloroindol-2-yl)-2-propen-1-ol (23.8 g, 98.3 mmol) in diethyl ether (800 ml) activated MnO2 (71 g, 8.76 mol) and NaCl (60 g) were added and the resulting suspension stirred for one day at RT. It was then filtered on a Celite pad repeatedly washed with AcOEt and the organic phase dried (MgSO4) and evaporated to give 21.0 g of the title compound (87.5 mmol, yield 89.0%) that was used as such in the next step.

後処理

  1. filtrationIt was then filtered on a Celite pad
  2. washrepeatedly washed with AcOEt
  3. dry with materialthe organic phase dried (MgSO4)
  4. customevaporated

出典と根拠

ORDレコード
ord-4f8b37c8b9984d3383023638a651ad23
出典データセット
uspto-grants-2005_06
特許番号
US06903117B2

反応ノート

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