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Hydrochloric Acid → Cyclopropyl(6-methoxypyrimidin-4-yl)methanone

HRID 709607
ノート
印刷プレビュー

反応式

HRID 709607 の反応式
[CH3:1][O:2][C:3]1[N:8]=[CH:7][N:6]=[C:5]([C:9]#N)[CH:4]=1.[CH:11]1([Mg]Br)[CH2:13][CH2:12]1.Cl.C(=O)([O-])[OH:18].[Na+]>C1COCC1>[CH:11]1([C:9]([C:5]2[CH:4]=[C:3]([O:2][CH3:1])[N:8]=[CH:7][N:6]=2)=[O:18])[CH2:13][CH2:12]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 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 592380226-Methoxypyrimidine-4-carbonitrileHCID 178418630HCID 178418630、化合物

生成物 1

HCID 91618935Cyclopropyl(6-methoxypyrimidin-4-yl)methanone

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
0 °C

実験手順

Under a nitrogen atmosphere, to a solution of 6-methoxypyrimidine-4-carbonitrile (6.00 g) in THF (120 mL) was added dropwise a 0.52 M solution of cyclopropylmagnesium bromide in THF (215 mL) at 0° C., and the mixture was stirred at 0° C. for 1 hr. 6N Hydrochloric acid (60 mL) was added to the reaction mixture at 0° C., and the mixture was stirred at room temperature for 15 min. The reaction mixture was neutralized with sodium hydrogen carbonate (35.0 g), and extracted with ethyl acetate. The extract was washed with water and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure to give a crude product of the title compound as a brown oil. This compound was used for the next step without further purification.

後処理

  1. stirringthe mixture was stirred at room temperature for 15 min
  2. extractionextracted with ethyl acetate
  3. washThe extract was washed with water and saturated brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customThe solvent was evaporated under reduced pressure

出典と根拠

ORDレコード
ord-a2391facef1a4361924c5d803b42405e
出典データセット
uspto-grants-2015_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09181186B2

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート