1,3-Indandione → 2-(3,4-dichlorobenzylidene)-1H-indene-1,3(2H)-dione

HRID 490786

반응식

HRID 490786 반응식
[C:1]1(=[O:11])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3](=[O:10])[CH2:2]1.[Cl:12][C:13]1[CH:14]=[C:15]([CH:18]=[CH:19][C:20]=1[Cl:21])[CH:16]=O>CCO.N1CCCCC1>[Cl:12][C:13]1[CH:14]=[C:15]([CH:18]=[CH:19][C:20]=1[Cl:21])[CH:16]=[C:2]1[C:1](=[O:11])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]1=[O:10]

참가 물질

5

반응물 2

HCID 118151,3-IndandioneHCID 227103,4-Dichlorobenzaldehyde

생성물 1

HCID 75149132-(3,4-dichlorobenzylidene)-1H-indene-1,3(2H)-dione수율 85%

시약·촉매·용매 2

HCID 8082Piperidine촉매HCID 702Ethanol용매2회

실험 절차

To a solution of indan-1,3-dione (1a) (960 mg, 6.6 mmol) in EtOH (8.2 mL) was added 3,4-dichlorobenzaldehyde (b) (1.3 g 7.2 mmol) followed by piperidine (3 drops). The reaction mixture was heated to reflux for 30 min. After cooling the reaction was diluted with EtOH (8 mL) and the precipitate was filtered. The resulting solid was triturated twice with EtOH and dried under high vacuum to give 2-(3,4-dichloro-benzylidene)-indane-1,3-dione (1c) (1.7 g, 82% yield).

후처리

  1. temperatureThe reaction mixture was heated
  2. temperatureto reflux for 30 min
  3. temperatureAfter cooling the reaction
  4. filtrationthe precipitate was filtered
  5. customThe resulting solid was triturated twice with EtOH
  6. customdried under high vacuum

출처 및 근거

ORD 기록
ord-3fe82cce85a548b6a1decef4096f02d3
출처 데이터셋
uspto-grants-2009_05
특허 번호
US07528167B2

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