Carbon Dioxide → 2-Methylpiperidine

HRID 66651

反応式

HRID 66651 の反応式
C(CC(O)=O)#N.[C:7]([CH:11]1[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]1)([CH3:10])([CH3:9])[CH3:8].C=O.C(=O)=O.[CH3:22][CH:23]1[CH2:28][CH2:27][CH2:26][CH2:25][N:24]1CC(=C)C#N>CCOCC.C(Cl)Cl.C(O)C.O1CCOCC1>[C:7]([CH:11]1[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]1)([CH3:10])([CH3:9])[CH3:8].[CH3:22][CH:23]1[CH2:28][CH2:27][CH2:26][CH2:25][NH:24]1

参加物

11

反応物 5

HCID 280Carbon DioxideHCID 712FormaldehydeHCID 9740Cyanoacetic acidHCID 74661Piperidine, 4-(1,1-dimethylethyl)-HCID 542209882-[(2-Methyl-1-piperidyl)methyl]propenenitrile

生成物 2

HCID 79742-MethylpiperidineHCID 74661Piperidine, 4-(1,1-dimethylethyl)-

試薬・触媒・溶媒 4

HCID 702Ethanol溶媒HCID 3283Diethyl Ether溶媒HCID 6344Dichloromethane溶媒HCID 312751,4-Dioxane溶媒

実験手順

Cyanoacetic acid (1.75 g., 0.02 mole) was dissolved in 10 ml. of dioxane. In a five minute period 4-t-butylpiperidine (2.8 g., 0.02 mole) was added, the temperature rose to 25° C. from 15° C. obtained by prior cooling with an ice bath. The mixture which solidified became fluid upon the addition of 37% aqueous formaldehyde (3.6 g., 0.04 mole), the temperature rose to 30° C. and carbon dioxide evolution began. The mixture was stirred an additional 12 hours, was taken up in ether and the organic phase separated and washed with water. The dried ether solution was stripped of solvent to leave a solid residue product, 3.7 g. of practically analytical purity. In place of 4-t-butylpiperidine, the use of 2-methylpiperidine (0.02 mole) provided 2-[(2-methyl-1-piperidyl)methyl]propenenitrile as a colorless oil, RfSiO2 0.58 (5% ethanol in methylene chloride).

後処理

  1. customrose to 25° C. from 15° C.
  2. customobtained
  3. temperatureby prior cooling with an ice bath
  4. customrose to 30° C.
  5. customthe organic phase separated
  6. washwashed with water
  7. customto leave a solid residue product, 3.7 g

出典と根拠

ORDレコード
ord-b90ebba6148c4c49a5ca4747826d7ecb
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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