Tetrahydrofuran → 1-(3-Fluoro-4-methoxyphenyl)propan-1-one

HRID 626138

反応式

HRID 626138 の反応式
[F:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[O:10][CH3:11])[C:5]#N.[CH2:12]([Mg]Br)[CH3:13].C1C[O:19]CC1>>[F:1][C:2]1[CH:3]=[C:4]([C:5](=[O:19])[CH2:12][CH3:13])[CH:7]=[CH:8][C:9]=1[O:10][CH3:11]

参加物

4

反応物 3

HCID 8028TetrahydrofuranHCID 27745483-Fluoro-4-methoxybenzonitrileHCID 178418443HCID 178418443、化合物

生成物 1

HCID 2762841-(3-Fluoro-4-methoxyphenyl)propan-1-one収率 57%

実験手順

To a solution of 3-fluoro-4-methoxybenzonitrile (350 mg, 2.32 mmol) in 15 mL anhydrous THF was added ethylmagnesium bromide (1 M in Et2O, 4.63 mL) at 0° C. The reaction mixture was stirred at rt overnight, then quenched with sat. NaHCO3, extracted with EtOAc, washed with brine, dried and evaporated. The residue was purified by column chromatography (eluent: petroleum ether/EtOAc=5/1) over silica gel to give the product (239 mg, 57% yield) as a yellow solid.

後処理

  1. customquenched with sat. NaHCO3
  2. extractionextracted with EtOAc
  3. washwashed with brine
  4. customdried
  5. customevaporated
  6. customThe residue was purified by column chromatography (eluent: petroleum ether/EtOAc=5/1) over silica gel

出典と根拠

ORDレコード
ord-0a004a23c6b942cc9d969021f2c78999
出典データセット
uspto-grants-2016_04
特許番号
US09309211B2

関連ノート

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