多聚甲醛 → 2-(4-Carboxy-1-piperidylmethyl)propenenitrile

HRID 66655

反应方程式

HRID 66655 反应方程式
[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]

参与物

7

反应物 4

HCID 712多聚甲醛HCID 37734-哌啶甲酸HCID 5234Halite (NaCl)HCID 9740氰乙酸

产物 1

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

试剂、催化剂与溶剂 2

HCID 6344二氯甲烷溶剂HCID 312751,4-二氧六环溶剂

反应条件

温度
35 °C

实验过程

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.

后处理

  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

来源与证据

ORD记录
ord-6bd5bd60a0f443a8943465267abf582a
来源数据集
uspto-grants-1982_08
专利号
US04342872

关联笔记

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