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

HRID 66655

反応式

HRID 66655 の反応式
[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]

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 312751,4-Dioxane溶媒

反応条件

温度
35 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-6bd5bd60a0f443a8943465267abf582a
出典データセット
uspto-grants-1982_08
特許番号
US04342872

関連ノート

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