Sodium Cyanide → 2-(2-Methoxy-6-nitrophenyl)acetonitrile

HRID 880478

反応式

HRID 880478 の反応式
[C-:1]#[N:2].[Na+].Br[CH2:5][C:6]1[C:11]([N+:12]([O-:14])=[O:13])=[CH:10][CH:9]=[CH:8][C:7]=1[O:15][CH3:16]>C(O)C>[CH3:16][O:15][C:7]1[CH:8]=[CH:9][CH:10]=[C:11]([N+:12]([O-:14])=[O:13])[C:6]=1[CH2:5][C:1]#[N:2]

参加物

4

反応物 2

HCID 8929Sodium CyanideHCID 186047Benzene, 2-(bromomethyl)-1-methoxy-3-nitro-

生成物 1

HCID 5550182-(2-Methoxy-6-nitrophenyl)acetonitrile収率 61%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

Sodium cyanide (165 mg, 3.36 mmol) was added to a solution of 2-(bromomethyl)-1-methoxy-3-nitro-benzene (680 mg, 2.56 mmol) in ethanol (5 mL) and the mixture was heated at reflux for 16 h. The solvent was removed in vacuo, water (30 mL) was added and the mixture was extracted with dichloromethane (25 mL). The organic phase was washed with water (2×20 mL), brine (20 mL), dried over anhydrous sodium sulfate and concentrated in vacuo. The crude compound was purified by column chromatography over silica gel (100-200 mesh) using 8% ethyl acetate in petroleum ether to afford 2-(2-methoxy-6-nitro-phenyl)acetonitrile (300 mg, 61%).

後処理

  1. temperaturethe mixture was heated
  2. temperatureat reflux for 16 h
  3. customThe solvent was removed in vacuo, water (30 mL)
  4. additionwas added
  5. extractionthe mixture was extracted with dichloromethane (25 mL)
  6. washThe organic phase was washed with water (2×20 mL), brine (20 mL)
  7. dry with materialdried over anhydrous sodium sulfate
  8. concentrationconcentrated in vacuo
  9. customThe crude compound was purified by column chromatography over silica gel (100-200 mesh)

出典と根拠

ORDレコード
ord-b3f742d668c24a01af5e4f6e95dc25b5
出典データセット
uspto-grants-2015_03
特許番号
US08993574B2

関連ノート

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