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

HRID 1070696노트

반응식

HRID 1070696 반응식
[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

참가 물질

4

반응물 3

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

생성물 1

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

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-4f8b37c8b9984d3383023638a651ad23
출처 데이터셋
uspto-grants-2005_06
특허 번호
US06903117B2

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