Ammonia → 2-(3-Cyanopropyl)-4-dimethylaminomethylpyridine

HRID 365001

反応式

HRID 365001 の反応式
S(OOS([O-])(=O)=O)([O-])(=O)=O.[NH4+].[NH4+].[C:13]([CH2:15][CH2:16][CH2:17][C:18](O)=O)#[N:14].[CH3:21][N:22]([CH2:24][C:25]1[CH:30]=C[N:28]=[CH:27][CH:26]=1)[CH3:23].S(=O)(=O)(O)O.N>O.[N+]([O-])([O-])=O.[Ag+]>[C:13]([CH2:15][CH2:16][CH2:17][C:18]1[CH:30]=[C:25]([CH2:24][N:22]([CH3:23])[CH3:21])[CH:26]=[CH:27][N:28]=1)#[N:14]

参加物

8

反応物 5

HCID 222AmmoniaHCID 1118Sulfuric AcidHCID 382394-Cyanobutanoic acidHCID 62648Ammonium PersulfateHCID 2649464-pyridinemethanamine, N,N-dimethyl-

生成物 1

HCID 132926072-(3-Cyanopropyl)-4-dimethylaminomethylpyridine収率 36.9%

試薬・触媒・溶媒 2

HCID 24470Silver Nitrate触媒HCID 962Water溶媒3 回

実験手順

Ammonium persulphate (54.8 g) in water (150 ml) and 4-cyanobutyric acid (68 g) in water (300 ml) were added separately and simultaneously over 30 minutes to a mixture of 4-dimethylaminomethylpyridine (16.32 g), silver nitrate (4 g), water (200 ml) and concentrated sulphuric acid (25 ml) stirred at 80°. The reaction mixture was stirred at 80° for 1.5 hours, cooled, poured onto crushed ice (400 g) and aqueous ammonia (28% w/w, 200 ml). The solution was extracted with chloroform (900 ml) and the chloroform extracts were washed with dilute sodium hydroxide, dried over magnesium sulphate, and concentrated in vacuo to give 2-(3-cyanopropyl)-4-dimethylaminomethylpyridine (9 g) as a clear oil b.p. 110°-112°/0.1 mm Hg.

後処理

  1. stirringThe reaction mixture was stirred at 80° for 1.5 hours
  2. temperaturecooled
  3. additionpoured
  4. extractionThe solution was extracted with chloroform (900 ml)
  5. washthe chloroform extracts were washed with dilute sodium hydroxide
  6. dry with materialdried over magnesium sulphate
  7. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-34b2a60254b248fa9b4b6586d976eb46
出典データセット
uspto-grants-1986_08
特許番号
US04607107

関連ノート

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