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Acetonitrile → Pentanenitrile, 4,4-dimethyl-3-oxo-

HRID 462364
ノート
印刷プレビュー

反応式

HRID 462364 の反応式
[H-].[Na+].[CH3:3][C:4]([CH3:10])([CH3:9])[C:5](OC)=[O:6].[C:11](#[N:13])[CH3:12]>O1CCCC1.O>[C:4]([C:5]([CH2:12][C:11]#[N:13])=[O:6])([CH3:10])([CH3:9])[CH3:3]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 6342AcetonitrileHCID 24758Sodium hydrideHCID 69027Methyl pivalate

生成物 1

HCID 108871Pentanenitrile, 4,4-dimethyl-3-oxo-収率 56%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

A suspension of 9.6 g of sodium hydride in 300 ml of tetrahydrofuran was stirred at 60° C. while a mixture of 23.2 g of methyl trimethylacetate and 8.2 g of acetonitrile was added in one portion. The reaction mixture was heated at reflux for five hours, and then cooled to room temperature and concentrated by evaporation of the solvent under reduced pressure. The product thus formed was dissolved in water and washed with dichloromethane. The aqueous layer was made acidic with 1N hydrochloric acid, and the acidic solution was extracted with fresh dichloromethane. The organic extracts were combined, washed with water, dried, and the solvent was removed by evaporation to give 14.0 g of cyanomethyl tert.-butyl ketone.

このページの内容参加物実験手順後処理出典と根拠反応ノート

後処理

  1. additionwas added in one portion
  2. temperatureThe reaction mixture was heated
  3. temperatureat reflux for five hours
  4. concentrationconcentrated by evaporation of the solvent under reduced pressure
  5. customThe product thus formed
  6. washwashed with dichloromethane
  7. extractionthe acidic solution was extracted with fresh dichloromethane
  8. washwashed with water
  9. customdried
  10. customthe solvent was removed by evaporation

出典と根拠

ORDレコード
ord-97f9bd8b64324572b8f8b9a98dd28dee
出典データセット
uspto-grants-1985_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04515625

反応ノート

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