Formaldehyde → HCID 13392724, compound

HRID 1904918Notes

Reaction equation

HRID 1904918 reaction equation
[CH2:1]([O:17][CH:18]1[O:23][CH:22]([CH:24]([CH3:26])[CH3:25])[C:21](=[O:27])[CH:20]=[CH:19]1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16].[NH:28]1[CH2:33][CH2:32][CH2:31][CH2:30][CH2:29]1.[CH2:34]=O>CO>[CH2:1]([O:17][CH:18]1[O:23][CH:22]([CH:24]([CH3:26])[CH3:25])[C:21](=[O:27])[C:20]([CH2:34][N:28]2[CH2:33][CH2:32][CH2:31][CH2:30][CH2:29]2)=[CH:19]1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16]

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 8082PiperidineHCID 13392722HCID 13392722, compound

Product 1

HCID 13392724HCID 13392724, compoundYield 96.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In 50 ml of methanol was dissolved 3.8 g of 6-cetyloxy-2-isopropyl-2H-pyran-3(6H)-one with stirring. Into the solution were added 1.02 g of piperidine and 1.05 g of 37% formalin solution, and the mixture was stirred at 55 ° to 60° C. for 7 hours. After the removal of methanol, the residue was separated by a silica gel column (developer: benzene/ethyl acetate=5/1) to give 4.62 g of 6-cetyloxy-4-piperidinomethyl-2-isopropyl-2H-pyran-3(6H)-one [compound 3] in a yellowish brown viscous oily form.

Workup

  1. stirringthe mixture was stirred at 55 ° to 60° C. for 7 hours
  2. customAfter the removal of methanol
  3. customthe residue was separated by a silica gel column (developer: benzene/ethyl acetate=5/1)

Sources & evidence

ORD record
ord-feadcb95ff3c4393ba135d3462c2e3cc
Source dataset
uspto-grants-1989_06
Patent number
US04840957

Reaction notes

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