Dimethylformamide → 4-(3-Methoxyphenyl)butanenitrile

HRID 2290937ノート

反応式

HRID 2290937 の反応式
S(O[CH2:12][CH2:13][CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([O:21][CH3:22])[CH:16]=1)(C1C=CC(C)=CC=1)(=O)=O.[CH3:23][N:24](C=O)C.[C-]#N.[K+]>O>[C:23]([CH2:12][CH2:13][CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([O:21][CH3:22])[CH:16]=1)#[N:24]

参加物

5

反応物 3

HCID 6228DimethylformamideHCID 9032Potassium CyanideHCID 5904971-Tosyloxy-3-(3-methoxyphenyl)propane

生成物 1

HCID 5789544-(3-Methoxyphenyl)butanenitrile収率 91%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A solution of 1-tosyloxy-3-(3-methoxyphenyl)propane (125 g, 0.39 mole) and DMF (400 mL) was stirred at 0° as a solution of KCN (30 g, 0.46 mole) and water (70 mL) was added dropwise. The reaction mixture was stirred at 65°-70° for 1 hour, was cooled to room temperature and poured onto ice water. The solution was extracted with ether. The extracts were washed with water, saturated aqueous NaCl, dried (MgSO4), filtered, and evaporated to yield 62 g yellow oil, (91%), M+ 175.

後処理

  1. additionwas added dropwise
  2. additionpoured onto ice water
  3. extractionThe solution was extracted with ether
  4. washThe extracts were washed with water, saturated aqueous NaCl
  5. dry with materialdried (MgSO4)
  6. filtrationfiltered
  7. customevaporated

出典と根拠

ORDレコード
ord-0c94f87b0a1b4a4db100aa4fcc920555
出典データセット
uspto-grants-1986_10
特許番号
US04618683

反応ノート

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