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Ammonium Chloride → HCID 22671451、化合物

HRID 1006442
ノート
印刷プレビュー

反応式

HRID 1006442 の反応式
[CH:1]1(Br)[CH2:3][CH2:2]1.[Mg].[CH2:6]([N:8]([CH2:27][CH3:28])[C:9]([C:11]1[CH:26]=[CH:25][C:14]([C:15]([C:17]2[CH:18]=[C:19]([O:23][CH3:24])[CH:20]=[CH:21][CH:22]=2)=[O:16])=[CH:13][CH:12]=1)=[O:10])[CH3:7].[Cl-].[NH4+]>O1CCCC1>[CH:1]1([C:15]([C:14]2[CH:25]=[CH:26][C:11]([C:9](=[O:10])[N:8]([CH2:27][CH3:28])[CH2:6][CH3:7])=[CH:12][CH:13]=2)([C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([O:23][CH3:24])[CH:18]=2)[OH:16])[CH2:3][CH2:2]1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 25517Ammonium ChlorideHCID 78037BromocyclopropaneHCID 5462224MagnesiumHCID 9995598N,N-diethyl-4-(3-methoxybenzoyl)benzamide

生成物 1

HCID 22671451HCID 22671451、化合物収率 53%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
60 °C

実験手順

A solution of cyclopropyl bromide (0.31 ml) dissolved in tetrahydrofuran (1.5 ml) was added with magnesium (46.9 mg) and stirred at 60° C. for 1 hour to prepare a Grignard reagent. The Grignard reagent was added with a solution of 3-(4-diethylcarbamoylbenzoyl)anisole (150 mg) synthesized in accordance with the method described in WO97/10230, which was dissolved in tetrahydrofuran (1.5 ml), and then stirred at 60° C. for 2 hours. The reaction mixture was added with saturated aqueous ammonium chloride (4 ml) with ice cooling to terminate the reaction and then extracted twice with dichloromethane (4 ml). The organic layer was dried over anhydrous magnesium sulfate, and then the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (elution solvent: hexane:ethyl acetate=2:1→1:1) to obtain 90.9 mg of the title compound. Yield: 53%.

後処理

  1. customsynthesized in accordance with the method
  2. stirringstirred at 60° C. for 2 hours
  3. customto terminate
  4. customthe reaction
  5. extractionextracted twice with dichloromethane (4 ml)
  6. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  7. customthe solvent was evaporated under reduced pressure
  8. customThe residue was purified by silica gel column chromatography (elution solvent: hexane:ethyl acetate=2:1→1:1)

出典と根拠

ORDレコード
ord-d70df8e30e494bdfb0af6f44d1770d6a
出典データセット
uspto-grants-2004_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06790854B2

反応ノート

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