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Hydrochloric Acid → 6-(2-Chlorobenzoyl)-5-(2-chlorobenzoylamino)indan

HRID 36927
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인쇄 미리보기

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HRID 36927 반응식
[Cl:1][C:2]1[CH:19]=[CH:18][CH:17]=[CH:16][C:3]=1[C:4]([NH:6][C:7]1[CH:8]=[C:9]2[C:13](=[CH:14][CH:15]=1)[CH2:12][CH2:11][CH2:10]2)=[O:5].[Cl:20][C:21]1[CH:29]=[CH:28][CH:27]=[CH:26][C:22]=1[C:23](Cl)=[O:24].[Sn](Cl)(Cl)(Cl)Cl.Cl>C(OCC)(=O)C>[Cl:20][C:21]1[CH:29]=[CH:28][CH:27]=[CH:26][C:22]=1[C:23]([C:15]1[CH:14]=[C:13]2[C:9]([CH2:10][CH2:11][CH2:12]2)=[CH:8][C:7]=1[NH:6][C:4](=[O:5])[C:3]1[CH:16]=[CH:17][CH:18]=[CH:19][C:2]=1[Cl:1])=[O:24]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 24287Tin tetrachlorideHCID 691102-Chlorobenzoyl chlorideHCID 7699162-chloro-N-(2,3-dihydro-1H-inden-5-yl)benzamide

생성물 1

HCID 199365836-(2-Chlorobenzoyl)-5-(2-chlorobenzoylamino)indan수율 66.2%

시약·촉매·용매 1

HCID 8857
Ethyl Acetate
용매

반응 조건

온도
130 °C

실험 절차

A mixture of 5-(2-chlorobenzoylamino)indan (16 g), 2-chlorobenzoyl chloride (15.5 g) and tin tetrachloride (10.2 ml) was heated at 130° C. for 30 minutes and, then, diluted with ethyl acetate (150 ml), followed by addition of 3N HCl (150 ml). The organic layer was separated and washed with water, 2N NaOH and water in the order mentioned and the solvent was distilled off. The residue was chromatographed on silica gel and eluted with hexane-acetone (4:1) to give 6-(2-chlorobenzoyl)-5-(2-chlorobenzoylamino)indan as oil (16.0 g, 66.2%).

후처리

  1. customThe organic layer was separated
  2. washwashed with water, 2N NaOH and water in the order
  3. distillationthe solvent was distilled off
  4. customThe residue was chromatographed on silica gel
  5. washeluted with hexane-acetone (4:1)

출처 및 근거

ORD 기록
ord-c3b85288842e4748a11fb74cde879943
출처 데이터셋
uspto-grants-1995_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05418239

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