Tetrahydrofuran → 1-(5-Fluoropyrimidin-2-yl)ethanone

HRID 75959ノート

反応式

HRID 75959 の反応式
[F:1][C:2]1[CH:3]=[N:4][C:5](C#N)=[N:6][CH:7]=1.[CH2:10]1[CH2:14][O:13]CC1.C[Mg+].[Br-]>CCOCC>[F:1][C:2]1[CH:3]=[N:4][C:5]([C:14](=[O:13])[CH3:10])=[N:6][CH:7]=1

参加物

5

反応物 3

HCID 8028TetrahydrofuranHCID 441818675-Fluoropyrimidine-2-carbonitrileHCID 178418689HCID 178418689、化合物

生成物 1

HCID 509948151-(5-Fluoropyrimidin-2-yl)ethanone収率 46%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

反応条件

温度
0 °C

実験手順

A round-bottom-flask containing 5-fluoropyrimidine-2-carbonitrile (Method 59, 1.50 g, 12.19 mmol) was charged with anhydrous THF (30 ml) under N2. The solution was cooled to 0° C., and a solution of MeMgBr (4.90 ml of a 3.0 M solution in ether, 14.62 mmol) was added dropwise. After 2 hours at 0° C., the reaction mixture was quenched with ice water and extracted with EtOAc. The organic extract was washed with brine, dried over Na2SO4, and evaporated to dryness to give the title compound as an oil (0.778 g, yield 46%). GC-MS, 140 (M); 1H NMR (CDCl3) δ 8.65 (s, 2H), 2.65 (s, 2H).

後処理

  1. customthe reaction mixture was quenched with ice water
  2. extractionextracted with EtOAc
  3. extractionThe organic extract
  4. washwas washed with brine
  5. dry with materialdried over Na2SO4
  6. customevaporated to dryness

出典と根拠

ORDレコード
ord-e02d8402bf2d48dd86d4dd21e0cc7fff
出典データセット
uspto-grants-2014_09
特許番号
US08835465B2

反応ノート

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