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

HRID 126837

반응식

HRID 126837 반응식
[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=O.[C:16](=O)=O.C(=O)(O)[O-].[Na+]>O.O1CCOCC1>[F:1][CH:2]1[CH2:7][CH2:6][N:5]([CH2:16][C:10](=[CH2:11])[C:8]#[N:9])[CH2:4][CH2:3]1

참가 물질

8

반응물 5

HCID 280Carbon DioxideHCID 712FormaldehydeHCID 9740Cyanoacetic acidHCID 516892Sodium BicarbonateHCID 27591594-Fluoropiperidine

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매2회HCID 312751,4-Dioxane용매

반응 조건

온도
65 °C

실험 절차

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). Then, 0.85 g. (0.01 mole) of 37% aqueous formaldehyde was added to the solution. 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.

후처리

  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

출처 및 근거

ORD 기록
ord-bbf5626a65f8497384b49ee61d97e8ac
출처 데이터셋
uspto-grants-1981_03
특허 번호
US04254131

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