p-Bromochlorobenzene → 7-(4-chlorophenoxy)-3,4-dihydro-2-(3-pyridylmethyl)-1 (2H)-isoquinolinone

HRID 1609594노트

반응식

HRID 1609594 반응식
[OH:1][C:2]1[CH:11]=[C:10]2[C:5]([CH2:6][CH2:7][N:8]([CH2:13][C:14]3[CH:15]=[N:16][CH:17]=[CH:18][CH:19]=3)[C:9]2=[O:12])=[CH:4][CH:3]=1.Br[C:21]1[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][CH:22]=1.C(=O)([O-])[O-].[K+].[K+]>N1C=CC=CC=1>[Cl:27][C:24]1[CH:25]=[CH:26][C:21]([O:1][C:2]2[CH:11]=[C:10]3[C:5]([CH2:6][CH2:7][N:8]([CH2:13][C:14]4[CH:15]=[N:16][CH:17]=[CH:18][CH:19]=4)[C:9]3=[O:12])=[CH:4][CH:3]=2)=[CH:22][CH:23]=1

참가 물질

5

반응물 3

HCID 7806p-BromochlorobenzeneHCID 11430Potassium CarbonateHCID 542355103,4-dihydro-7-hydroxy-2-(3-pyridylmethyl)-1 (2H)-isoquinolinone

생성물 1

HCID 152304757-(4-chlorophenoxy)-3,4-dihydro-2-(3-pyridylmethyl)-1 (2H)-isoquinolinone수율 61.6%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

A mixture of 4.97 g of 3,4-dihydro-7-hydroxy-2-(3-pyridylmethyl)-1 (2H)-isoquinolinone, 4.50 g of 4-bromochlorobenzene, 3.88 g of cupric oxide, 5.39 g of potassium carbonate and 30 ml of pyridine was refluxed under heating for 20 hours. After finishing the reaction, the insoluble material was filtered, and the filtrate was concentrated in vacuo. The resultant residue was chromatographed on a column of silica gel, eluting with ethyl acetate to give 4.39 g of the titled compound.

후처리

  1. temperaturewas refluxed
  2. temperatureunder heating for 20 hours
  3. customthe reaction
  4. filtrationthe insoluble material was filtered
  5. concentrationthe filtrate was concentrated in vacuo
  6. customThe resultant residue was chromatographed on a column of silica gel
  7. washeluting with ethyl acetate

출처 및 근거

ORD 기록
ord-016bb8a169ba4835a6a6e722e7ddd305
출처 데이터셋
uspto-grants-1995_03
특허 번호
US05401756

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