Formaldehyde → HCID 22758150, compound

HRID 1287270Notes

Reaction equation

HRID 1287270 reaction equation
[NH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]1[CH2:7][CH2:8][CH:9]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH2:11][CH2:10]1.[CH2:18]=O>C(O)=O>[CH3:18][N:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]1[CH2:7][CH2:8][CH:9]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH2:11][CH2:10]1

Participants

4

Reactant 2

HCID 712FormaldehydeHCID 227581542-[2-(2,3-Dihydro-1H-inden-1-yl)ethyl]piperidine

Product 1

HCID 22758150HCID 22758150, compound

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

45 g. of 1-[2-(2-piperidyl)ethyl]indane prepared as described above is mixed with 100 ml. of 37% formalin and 200 ml. of 98% formic acid is added while swirling and the solution is then heated overnight on a steam bath. The reaction mixture is worked up by concentrating in vacuo, dissolving in water, filtering, basification and extraction with ether. The ether extracts are dried over potassium hydroxide and after removal of the ether, the product is distilled collecting 42.6 g. (88%), N-methyl-1-[2-(2-piperidyl)ethyl]indane, boiling point 128°-130°C/0.2 mm.

Workup

  1. additionabove is mixed with 100 ml
  2. temperaturethe solution is then heated overnight on a steam bath
  3. concentrationby concentrating in vacuo
  4. dissolutiondissolving in water
  5. filtrationfiltering
  6. extractionbasification and extraction with ether
  7. dry with materialThe ether extracts are dried over potassium hydroxide
  8. customafter removal of the ether
  9. distillationthe product is distilled
  10. customcollecting 42.6 g

Sources & evidence

ORD record
ord-88c527738d3d44a4a734b7988d2a94d5
Source dataset
uspto-grants-1976_10
Patent number
US03984407

Reaction notes

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