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

HRID 1609594ノート

反応式

HRID 1609594 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-016bb8a169ba4835a6a6e722e7ddd305
出典データセット
uspto-grants-1995_03
特許番号
US05401756

反応ノート

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