Formaldehyde → 2-(4-Carboxy-1-piperidylmethyl)propenenitrile

HRID 1390117

반응식

HRID 1390117 반응식
[C:1]([CH2:3][C:4](O)=O)#[N:2].[NH:7]1[CH2:15][CH2:14][CH:10]([C:11]([OH:13])=[O:12])[CH2:9][CH2:8]1.[CH2:16]=O.[Cl-].[Na+]>C(Cl)Cl.O1CCOCC1>[C:11]([CH:10]1[CH2:14][CH2:15][N:7]([CH2:16][C:3](=[CH2:4])[C:1]#[N:2])[CH2:8][CH2:9]1)([OH:13])=[O:12]

참가 물질

7

반응물 4

HCID 712FormaldehydeHCID 37734-Piperidinecarboxylic acidHCID 5234Sodium ChlorideHCID 9740Cyanoacetic acid

생성물 1

HCID 130376082-(4-Carboxy-1-piperidylmethyl)propenenitrile

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 312751,4-Dioxane용매

반응 조건

온도
35 °C

실험 절차

Cyanoacetic acid (12.8 g. 0.15 mole) was dissolved in 25 ml. of dioxane. Next, isonipecotic acid (19.4 g., 0.15 mole) was added. Then, 37% aqueous formaldehyde (25 g., 0.3 mole) was dripped in and the temperature maintained at a maximum of 35° C. After mixing overnight sodium chloride was added to saturation and methylene chloride used to extract the mixture. The organic phase was washed with water, dried over anhydrous sodium sulfate and after filtration, concentrated. Most of the product appeared in the aqueous phase. This was extracted twice with 500 ml. of methylene chloride in a continuous extractor. The residue obtained after solvent removal weighed 14.2 g., m.p. 109°-111° C. of analytical purity.

후처리

  1. extractionto extract the mixture
  2. washThe organic phase was washed with water
  3. dry with materialdried over anhydrous sodium sulfate
  4. filtrationafter filtration
  5. concentrationconcentrated
  6. extractionThis was extracted twice with 500 ml
  7. customThe residue obtained
  8. customafter solvent removal

출처 및 근거

ORD 기록
ord-80c46e6cff50427fa6a7517675698198
출처 데이터셋
uspto-grants-1981_01
특허 번호
US04247700

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