Water → 2-(4-Bromo-2-fluorophenyl)acetonitrile

HRID 533517ノート

反応式

HRID 533517 の反応式
[F:1][C:2]1[CH:7]=[C:6]([Br:8])[CH:5]=[CH:4][C:3]=1[CH2:9]Cl.[C-:11]#[N:12].[Na+].O>CN(C=O)C>[Br:8][C:6]1[CH:5]=[CH:4][C:3]([CH2:9][C:11]#[N:12])=[C:2]([F:1])[CH:7]=1

参加物

5

反応物 3

HCID 962WaterHCID 8929Sodium CyanideHCID 27733614-Bromo-1-(chloromethyl)-2-fluorobenzene

生成物 1

HCID 71723082-(4-Bromo-2-fluorophenyl)acetonitrile収率 93.8%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

2-Fluoro-4-bromo-chloromethylbenzene (25.0 g, 112 mmol) and NaCN (6.32 g, 129 mmol) were dissolved in DMF (70 mL) and the solution was stirred under a N2 atmosphere for 18 hrs at ambient temperature. The solution was poured into water (300 mL), and was extracted with EtOAc (1×1 L, 4×300 mL). The combined organic layers were dried (Na2SO4), filtered and concentrated under reduced pressure, yielding the title compound (22.5 g, 105 mmol, 93%) as a yellow oil that contained some traces of DMF. 1H-NMR (CDCl3, 300 MHz): 3.75 (s, 2H); 7.20-7.4 (m, 3H)

後処理

  1. extractionwas extracted with EtOAc (1×1 L, 4×300 mL)
  2. dry with materialThe combined organic layers were dried (Na2SO4)
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-0e2b3aa2aee34c4fba274abf193b1913
出典データセット
uspto-grants-2014_10
特許番号
US08853258B2

反応ノート

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