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Chlorodifluoromethane → 2-(Difluoromethoxy)-6-fluorobenzonitrile

HRID 229934
ノート
印刷プレビュー

反応式

HRID 229934 の反応式
[F:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([OH:10])[C:3]=1[C:4]#[N:5].COCCOC.[OH-].[Na+].Cl[CH:20]([F:22])[F:21]>O>[F:21][CH:20]([F:22])[O:10][C:6]1[CH:7]=[CH:8][CH:9]=[C:2]([F:1])[C:3]=1[C:4]#[N:5]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 6372ChlorodifluoromethaneHCID 80711,2-DimethoxyethaneHCID 14798Sodium HydroxideHCID 27832162-Fluoro-6-hydroxybenzonitrile

生成物 1

HCID 234483612-(Difluoromethoxy)-6-fluorobenzonitrile

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
65 °C

実験手順

150 g (1.1 mol) of 2-fluoro-6-hydroxybenzonitrile were introduced into 2000 ml of ethylene glycol dimethyl ether. Then, 262.8 g (3.3 mol) of concentrated NaOH were added dropwise. The reaction mixture was heated to 65° C. and 95 g (1.1 mol) of chlorodifluoromethane were passed in. The mixture was stirred at 65° C. for one hour and at room temperature overnight. Then, the reaction mixture was stirred into 3 l of water, followed by extraction repeated three times with a total of 800 ml of methyl tert.-butyl ether. The combined organic phases were washed twice with 500 ml of water, once with 250 ml of sodium chloride solution and dried over sodium sulfate. Finally, the solvent was distilled off in vacuo. Yield: 211 g (99% of theory) of the desired product with a purity of 97% according to GC.

後処理

  1. extractionfollowed by extraction
  2. washThe combined organic phases were washed twice with 500 ml of water, once with 250 ml of sodium chloride solution
  3. dry with materialdried over sodium sulfate
  4. distillationFinally, the solvent was distilled off in vacuo

出典と根拠

ORDレコード
ord-22eb15b26779435e8adb9e9659304c87
出典データセット
uspto-grants-2009_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07563921B2

反応ノート

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