Chloroacetonitrile → (4-(4-(Methylsulfonyl)phenoxy)phenoxy)acetonitrile

HRID 2164644

反応式

HRID 2164644 の反応式
[CH3:1][S:2]([C:5]1[CH:18]=[CH:17][C:8]([O:9][C:10]2[CH:15]=[CH:14][C:13]([OH:16])=[CH:12][CH:11]=2)=[CH:7][CH:6]=1)(=[O:4])=[O:3].Cl[CH2:20][C:21]#[N:22].C([O-])([O-])=O.[K+].[K+].[OH-].[Na+]>C(#N)C>[CH3:1][S:2]([C:5]1[CH:18]=[CH:17][C:8]([O:9][C:10]2[CH:15]=[CH:14][C:13]([O:16][CH2:20][C:21]#[N:22])=[CH:12][CH:11]=2)=[CH:7][CH:6]=1)(=[O:3])=[O:4]

参加物

6

反応物 4

HCID 7856ChloroacetonitrileHCID 11430Potassium CarbonateHCID 14798Sodium HydroxideHCID 514882Phenol, 4-(4-(methylsulfonyl)phenoxy)-

生成物 1

HCID 13078520(4-(4-(Methylsulfonyl)phenoxy)phenoxy)acetonitrile収率 92.4%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

To a solution of 5.29 g (0.0200 mole) of 4-(4-(methylsulfonyl)phenoxy)phenol and 1.51 g (0.0200 mole) of 2-chloroacetonitrile in 100 ml of acetonitrile was added 3.0 g (0.0220 mole) of K2CO3. The mixture was heated at reflux for 3.5 hrs and cooled. The mixture was poured into aqueous NaOH and the product extracted from the mixture with CH2Cl2. The organic layer was extracted with aqueous NaOH, water and dried (Na2SO4). Removal of solvent in vacuo afforded 5.6 g (92.4% yield) of product. Recrystallization from ethanol followed by washing with aqueous NaOH and water afforded purified (4-(4-(methylsulfonyl)phenoxy)phenoxy)acetonitrile, mp 114°-115.5° C.

後処理

  1. temperatureThe mixture was heated
  2. temperatureat reflux for 3.5 hrs
  3. temperaturecooled
  4. extractionthe product extracted from the mixture with CH2Cl2
  5. extractionThe organic layer was extracted with aqueous NaOH, water
  6. dry with materialdried (Na2SO4)
  7. customRemoval of solvent in vacuo

出典と根拠

ORDレコード
ord-36a243dff25145769df82ed4d451001c
出典データセット
uspto-grants-1985_03
特許番号
US04505929

関連ノート

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