Dimethylformamide → 2-Fluoro-4-(methylsulfonyl)benzonitrile

HRID 2246236ノート

反応式

HRID 2246236 の反応式
FC(F)(F)S(O[C:7]1[CH:12]=[CH:11][C:10]([S:13]([CH3:16])(=[O:15])=[O:14])=[CH:9][C:8]=1[F:17])(=O)=O.[CH3:20][N:21](C=O)C>C(OCC)(=O)C.[Cl-].[Na+].O.[C-]#N.[Zn+2].[C-]#N>[F:17][C:8]1[CH:9]=[C:10]([S:13]([CH3:16])(=[O:15])=[O:14])[CH:11]=[CH:12][C:7]=1[C:20]#[N:21]

参加物

6

反応物 2

HCID 6228DimethylformamideHCID 86006151HCID 86006151、化合物

生成物 1

HCID 223464252-Fluoro-4-(methylsulfonyl)benzonitrile

試薬・触媒・溶媒 3

HCID 11186Zinc cyanide (Zn(CN)2)触媒HCID 8857Ethyl Acetate溶媒HCID 57417360Sodium chloride; water溶媒

反応条件

温度
80 °C

実験手順

To a stirred solution of the product from Step D (662 mg, 2.06 mmol) in DMF (8 mL) was added zinc cyanide (951 mg, 8.1 mmol), and the reaction was then heated at 80° C. for 12 h. The reaction mixture was diluted with ethyl acetate and poured into brine. The organic phase was separated, and the aqueous phase was extracted with two portions of ethyl acetate. The combined organic layers were washed with brine and concentrated in vacuo. Purification by flash chromatography (50:50 hexanes/ethyl acetate) afforded the desired product.

後処理

  1. customThe organic phase was separated
  2. extractionthe aqueous phase was extracted with two portions of ethyl acetate
  3. washThe combined organic layers were washed with brine
  4. concentrationconcentrated in vacuo
  5. customPurification by flash chromatography (50:50 hexanes/ethyl acetate)

出典と根拠

ORDレコード
ord-49e8a3743ee341ad87cf1910c6d02962
出典データセット
uspto-grants-2010_03
特許番号
US07687492B2

反応ノート

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