Formaldehyde → (1-Methylpiperidin-4-yl)acetic acid

HRID 861728Notes

Reaction equation

HRID 861728 reaction equation
[NH:1]1[CH2:6][CH2:5][CH:4]([CH2:7][C:8]([OH:10])=[O:9])[CH2:3][CH2:2]1.[CH2:11]=O>O>[CH3:11][N:1]1[CH2:6][CH2:5][CH:4]([CH2:7][C:8]([OH:10])=[O:9])[CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 712FormaldehydeHCID 15125944-Piperidineacetic acid

Product 1

HCID 428619(1-Methylpiperidin-4-yl)acetic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

4-Piperidinylacetic acid (4 grams) (28.0 mmoles) from Preparative Example 17A was dissolved in water (50 ml) and 37% formalin (2.72 ml) (33.6 mmoles) was added. The mixture was hydrogenated over 10% Pd--C at 55 psi at 25° C. for 68 hours. The catalyst was filtered off and washed with water. The combined filtrates were evaporated to dryness to give the title compound (MH+ 158).

Workup

  1. filtrationThe catalyst was filtered off
  2. washwashed with water
  3. customThe combined filtrates were evaporated to dryness

Sources & evidence

ORD record
ord-00ea55dd218c4de3b099d85ff9ddd3fd
Source dataset
uspto-grants-1998_02
Patent number
US05714609

Reaction notes

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