Formic Acid → (1-Methyl-3-piperidyl)methanol

HRID 400202Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 400202
[OH:1][CH2:2][CH:3]1[CH2:8][CH2:7][CH2:6][NH:5][CH2:4]1.[CH:9](O)=O.C=O>>[CH3:9][N:5]1[CH2:6][CH2:7][CH2:8][CH:3]([CH2:2][OH:1])[CH2:4]1

Komponenten

4

Edukt 3

HCID 284Formic AcidHCID 712FormaldehydeHCID 107308Piperidin-3-ylmethanol

Produkt 1

HCID 97998(1-Methyl-3-piperidyl)methanolAusbeute 76,1 %

Versuchsvorschrift

A! At 0° C., 3-hydroxymethyl-piperidine (20 g, 173 mmoles) was slowly added to formic acid (63 ml, 1.66 moles) then a 40% solution of formaldehyde was added (62.4 ml, 833 mmoles). The mixture was refluxed for 5 hours, then the solvent was evaporated and the residue taken up in little water, brought to basic pH with 32% sodium hydroxide and extracted with ethyl ether. The organic phase was anhydrified over sodium sulfate and evaporated. The resultant crude was purified by distillation and provided 17 g (yield: 76%) of N-methyl-3-hydroxymethylpiperidine (b.p.--85°-86° C./1 mmHg).

Aufarbeitung

  1. temperatureThe mixture was refluxed for 5 hours
  2. customthe solvent was evaporated
  3. extractionextracted with ethyl ether
  4. customevaporated
  5. distillationThe resultant crude was purified by distillation

Quellen und Nachweise

ORD-Eintrag
ord-68a2ee096080469aa9ade94c557ef8e8
Quelldatensatz
uspto-grants-1998_10
Patentnummer
US05827881

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