Formaldehyde → HCID 21311690, compound

HRID 971986Notes

Reaction equation

HRID 971986 reaction equation
[CH3:1][NH:2][CH:3]([CH3:10])[CH2:4][C:5]1[O:6][CH:7]=[CH:8][CH:9]=1.[CH2:11]=O.C#C.O1[CH2:20][CH2:19]OCC1>>[CH3:1][N:2]([C:11]#[C:19][CH3:20])[CH:3]([CH3:10])[CH2:4][C:5]1[O:6][CH:7]=[CH:8][CH:9]=1

Participants

5

Reactant 4

HCID 712FormaldehydeHCID 6326AcetyleneHCID 312751,4-DioxaneHCID 21311689N-methyl-N-[1-methyl-2-(2-furyl)-ethyl] amine

Product 1

HCID 21311690HCID 21311690, compound

Procedure

13.9 g. (0.1 mole) of N-methyl-N-[1-methyl-2-(2-furyl)-ethyl] amine are dissolved in 80 ml. of dioxane, whereupon 6 g. of paraformaldehyde and 1 g. of cuprous chloride are added and gaseous acetylene is introduced into the solution at 80° C. under stirring for 30 hours. The reaction mixture is filtered and the filtrate is evaporated. The residue is dissolved in benzene, the benzene solution is washed with water, dried over potassium carbonate and evaporated. The residue is distilled off in vacuo. Thus 6.8 g. of N-methyl-N-[1-methyl-2-(2-furyl)-ethyl]-propynyl amine are obtained. Bp.: 114°-116° C./20 Hgmm; nD20 =1.4910.

Workup

  1. filtrationThe reaction mixture is filtered
  2. customthe filtrate is evaporated
  3. dissolutionThe residue is dissolved in benzene
  4. washthe benzene solution is washed with water
  5. dry with materialdried over potassium carbonate
  6. customevaporated
  7. distillationThe residue is distilled off in vacuo

Sources & evidence

ORD record
ord-3164a52c7b504f4e839d1d250a0ea0c4
Source dataset
uspto-grants-1979_07
Patent number
US04162327

Reaction notes

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