Carbon Dioxide → 2-(4-Fluoro-1-piperidylmethyl)propenenitrile

HRID 66659ノート

反応式

HRID 66659 の反応式
[F:1][CH:2]1[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]1.[C:8]([CH2:10][C:11](O)=O)#[N:9].[C:14](=O)=O.C(=O)(O)[O-].[Na+]>O.O1CCOCC1>[F:1][CH:2]1[CH2:7][CH2:6][N:5]([CH2:14][C:10](=[CH2:11])[C:8]#[N:9])[CH2:4][CH2:3]1

参加物

7

反応物 4

HCID 280Carbon DioxideHCID 9740Cyanoacetic acidHCID 516892Sodium BicarbonateHCID 27591594-Fluoropiperidine

生成物 1

HCID 130410342-(4-Fluoro-1-piperidylmethyl)propenenitrile

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 312751,4-Dioxane溶媒

反応条件

温度
65 °C

実験手順

4-Fluoropiperidine (0.7 g., 0.005 mole) was dissolved in a mixture of 3 ml. of dioxane and 2 ml. of water containing cyanoacetic acid (0.43 g., 0.005 mole). The solution was heated to 65° C. and carbon dioxide evolution began. It was maintained at 60°-65° C. for 21/2 hours and allowed to stand overnight. A solid gummy residue, 1 gm., was obtained upon stripping in a bath at 55° C. and at 1 mm. It was taken up in a small amount of water, made alkaline with sodium bicarbonate and extracted with ether. The organic layer was water washed and dried over anhydrous sodium sulfate. After solvent stripping, the product was obtained as a colorless oil, 0.7 g., of analytical purity.

後処理

  1. temperatureIt was maintained at 60°-65° C. for 21/2 hours
  2. custom, was obtained
  3. customupon stripping in a bath at 55° C. and at 1 mm
  4. extractionextracted with ether
  5. washwashed
  6. dry with materialdried over anhydrous sodium sulfate
  7. customAfter solvent stripping, the product was obtained as a colorless oil, 0.7 g

出典と根拠

ORDレコード
ord-9f29c94515b340dd91a1a3a61d63bdb8
出典データセット
uspto-grants-1982_08
特許番号
US04342873

反応ノート

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