Acetic Acid → 3-Amino-2-bromobenzonitrile

HRID 61847ノート

反応式

HRID 61847 の反応式
[Br:1][C:2]1[C:9]([N+:10]([O-])=O)=[CH:8][CH:7]=[CH:6][C:3]=1[C:4]#[N:5].C(O)(=O)C.[OH-].[Na+]>C(O)C.O.[Fe]>[NH2:10][C:9]1[C:2]([Br:1])=[C:3]([CH:6]=[CH:7][CH:8]=1)[C:4]#[N:5]

参加物

7

反応物 3

HCID 176Acetic AcidHCID 14798Sodium HydroxideHCID 131624152-Bromo-3-nitrobenzonitrile

生成物 1

HCID 601554243-Amino-2-bromobenzonitrile

試薬・触媒・溶媒 3

HCID 23925Iron触媒HCID 702Ethanol溶媒HCID 962Water溶媒

反応条件

温度
60 °C

実験手順

2-Bromo-3-nitro-benzonitrile (Compound U1, 678 mg, 2.987 mmol) was dissolved in ethanol (20.9 mL) and water (8.96 mL), added with acetic acid (2.39 mL, 41.81 mmol) and iron (1.17 g, 20.91 mmol), and stirred at 60° C. for 18 hr. The reaction solution was poured into aqueous solution of sodium hydroxide (1 M), extracted with ethyl acetate, washed with water and saturated brine, dried over sodium sulfate, and then filtered. After concentration under reduced pressure, 3-amino-2-bromo-benzonitrile (Compound U2) was obtained as a crude product.

後処理

  1. extractionextracted with ethyl acetate
  2. washwashed with water and saturated brine
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltered
  5. concentrationAfter concentration under reduced pressure

出典と根拠

ORDレコード
ord-b06b7329751e4c5aa846618c97bb8cb7
出典データセット
uspto-grants-2016_09
特許番号
US09440922B2

反応ノート

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