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Water → 11-Chloro-1,2,4,5,6,7-hexahydro-4-benzazecine-3,8-dione

HRID 569654
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HRID 569654 반응식
[Cl:1][C:2]1[CH:15]=[CH:14][C:5]2[C:6]3[CH2:7][CH2:8][CH2:9][NH:10][C:11]=3[CH2:12][CH2:13][C:4]=2[CH:3]=1.[Mn]([O-])(=O)(=O)=[O:17].[K+].I([O-])(=O)(=O)=O.[Na+].[OH2:28]>C(Cl)Cl.[Cl-].C([N+](CC)(CC)CC)C1C=CC=CC=1>[Cl:1][C:2]1[CH:15]=[CH:14][C:5]2[C:6](=[O:17])[CH2:7][CH2:8][CH2:9][NH:10][C:11](=[O:28])[CH2:12][CH2:13][C:4]=2[CH:3]=1
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참가 물질

7

반응물 4

HCID 962WaterHCID 516875Potassium PermanganateHCID 198331348-Chloro-1,2,3,4,5,6-hexahydrobenzo[f]quinolineHCID 23667635Sodium periodate

생성물 1

HCID 1983315911-Chloro-1,2,4,5,6,7-hexahydro-4-benzazecine-3,8-dione

시약·촉매·용매 2

HCID 66133
Benzyl triethylammonium chloride
촉매
HCID 6344Dichloromethane용매

실험 절차

26.3 g (0.12 mol) of 8-chloro-1,2,3,4,5,6-hexahydrobenzo[f]quinoline dissolved in 3 l of methylene chloride were added to a solution of 4.75 g (0.03 mol) of potassium permanganate and 514 g (2.4 mol) of sodium periodate in 12 l of water, 3.00 g (0.013 mol) of benzyltriethylammonium chloride were added thereto and the mixture was stirred at room temperature overnight. The mixture was filtered over Dicalit and extracted with methylene chloride. Drying with sodium sulphate, distillation of the solvent in vacuo and chromatography (silica gel, ethyl acetate) gave 11-chloro-1,2,4,5,6,7-hexahydro-4-benzazecine-3,8-dione as beige crystals of melting point 142°-144°.

후처리

  1. additionwere added
  2. filtrationThe mixture was filtered over Dicalit
  3. extractionextracted with methylene chloride
  4. dry with materialDrying with sodium sulphate, distillation of the solvent in vacuo and chromatography (silica gel, ethyl acetate)

출처 및 근거

ORD 기록
ord-0882e5545017470dad32071419f7c0fc
출처 데이터셋
uspto-grants-1988_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04732979

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