Carbon Dioxide → HCID 54085765, compound

HRID 126843Notes

Reaction equation

HRID 126843 reaction equation
[N:1]1([CH2:7][CH:8]2[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[C:14]([CH2:16][C:17](O)=O)#[N:15].C=O.[C:22](=O)=O>CCOCC.O1CCOCC1>[N:1]1([CH2:7][CH:8]2[CH2:9][CH2:10][N:11]([CH2:22][C:16](=[CH2:17])[C:14]#[N:15])[CH2:12][CH2:13]2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

7

Reactant 4

HCID 280Carbon DioxideHCID 712FormaldehydeHCID 9740Cyanoacetic acidHCID 128029051-(Piperidin-4-ylmethyl)piperidine

Product 1

HCID 54085765HCID 54085765, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 312751,4-DioxaneSolvent

Conditions

Temperature
22 °C

Procedure

4-(1-Piperidylmethyl)piperidine (0.05 mole) was dissolved in 17 ml. of dioxane containing cyanoacetic acid (4.25 g., 0.05 mole) by warming and the solution then cooled to 22° C. Over a 9 minute period, 37% aqueous formaldehyde (8.5 g., 0.1 mole) was dripped in. The temperature throughout the addition was 25°-28° C. It was then warmed to 35°-40° C. for carbon dioxide evolution and maintained then for 2 hours. The mixture was stripped at a bath temperature of 60° C./15 mm. to leave approximately 12 g. of an oil. Most dissolved in 150 ml. of ether; the solution was washed twice with water, dried over anhydrous sodium sulfate and the solvent stripped. A nearly colorless oil was obtained, 8.6 g., which gradually solidified on standing at room temperature.

Workup

  1. temperatureby warming
  2. additionThe temperature throughout the addition
  3. customwas 25°-28° C
  4. temperaturemaintained
  5. customThe mixture was stripped at a bath
  6. customtemperature of 60° C./15 mm
  7. customto leave approximately 12 g
  8. dissolutionMost dissolved in 150 ml
  9. washthe solution was washed twice with water
  10. dry with materialdried over anhydrous sodium sulfate
  11. customA nearly colorless oil was obtained
  12. customon standing at room temperature

Sources & evidence

ORD record
ord-e28685f225704fc79f7b328e61926364
Source dataset
uspto-grants-1981_03
Patent number
US04254131

Reaction notes

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