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Chloride → methyl 7-bromo-1-(2-oxopropyl)-2,3-dihydro-1H-1-benzazepine-4-carboxylate

HRID 587089
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HRID 587089 반응식
[Cl-].[Br:2][C:3]1[CH:4]=[CH:5][C:6]2[N:12]([CH2:13][CH:14]=[CH2:15])[CH2:11][CH2:10][C:9]([C:16]([O:18][CH3:19])=[O:17])=[CH:8][C:7]=2[CH:20]=1.CN(C=[O:25])C.O>[Cl-].[Na+].O.[Pd](Cl)Cl>[Br:2][C:3]1[CH:4]=[CH:5][C:6]2[N:12]([CH2:13][C:14](=[O:25])[CH3:15])[CH2:11][CH2:10][C:9]([C:16]([O:18][CH3:19])=[O:17])=[CH:8][C:7]=2[CH:20]=1
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참가 물질

6

반응물 3

HCID 312ChlorideHCID 11324721Methyl 1-allyl-7-bromo-2,3-dihydro-1-benzazepine-4-carboxylateHCID 21962138N,N-Dimethylformamide--water (1/1)2회

생성물 1

HCID 22329093methyl 7-bromo-1-(2-oxopropyl)-2,3-dihydro-1H-1-benzazepine-4-carboxylate

시약·촉매·용매 2

HCID 24290Palladium Chloride촉매
HCID 57417360
Sodium chloride; water
용매

반응 조건

온도
60 °C

실험 절차

A mixture of palladium chloride (96 mg) and curious chloride (218 mg) in DMF-water (7-1 ml) was stirred at 60° C. for 18 hours under oxygen atmosphere. To the reaction system was added a solution of methyl 7-bromo-1-(2-propenyl)-2,3-dihydro-1H-1-benzazepine-4-carboxylate (500 mg) in DMF-water (7-1 ml) was added, and the mixture was stirred at 60° C. for 7 hours. To the reaction system was added saturated brine, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine and dried with magnesium sulfate. After concentration under reduced pressure, the residue was separated and purified with column chromatography (ethyl acetate:hexane=1:4→1:2) to give methyl 7-bromo-1-(2-oxopropyl)-2,3-dihydro-1H-1-benzazepine-4-carboxylate (311 mg) as yellow crystals.

후처리

  1. additionwas added
  2. stirringthe mixture was stirred at 60° C. for 7 hours
  3. extractionthe mixture was extracted with ethyl acetate
  4. washThe organic layer was washed with saturated brine
  5. dry with materialdried with magnesium sulfate
  6. concentrationAfter concentration under reduced pressure
  7. customthe residue was separated
  8. custompurified with column chromatography (ethyl acetate:hexane=1:4→1:2)

출처 및 근거

ORD 기록
ord-d62baa39a8034789a8c9b053dec03673
출처 데이터셋
uspto-grants-2005_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06936602B1

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