Formaldehyde → HCID 86195279, compound

HRID 1978220Notes

Reaction equation

HRID 1978220 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([S:9]([CH2:12][CH2:13][CH2:14][CH:15]([C:21]([O-])=O)[C:16]([O:18][CH2:19][CH3:20])=[O:17])(=[O:11])=[O:10])=[CH:5][CH:4]=1.C=O.N1CCCCC1.N1C=CC=CC=1>C(OCC)(=O)C>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([S:9]([CH2:12][CH2:13][CH2:14][C:15](=[CH2:21])[C:16]([O:18][CH2:19][CH3:20])=[O:17])(=[O:11])=[O:10])=[CH:5][CH:4]=1

Participants

6

Reactant 4

HCID 712FormaldehydeHCID 1049PyridineHCID 8082PiperidineHCID 86753417HCID 86753417, compound

Product 1

HCID 86195279HCID 86195279, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 3-(4-methoxybenzenesulfonyl)-propylmalonic acid, monoethyl ester (1.1 g, 3.2 mmol), paraformaldehyde (0.11 g, 3.5 mmol), piperidine (0.03 mL, 0.32 mmol), and pyridine (20 mL) is refluxed for three hours. The mixture is transferred to ethyl acetate and extracted with aqueous 10% hydrochloric acid, distilled water, aqueous sodium bicarbonate, brine, and the organic phase is concentrated in vacuo to yield the title compound as a clear, colorless oil.

Workup

  1. temperatureis refluxed for three hours
  2. extractionextracted with aqueous 10% hydrochloric acid
  3. distillationdistilled water, aqueous sodium bicarbonate, brine
  4. concentrationthe organic phase is concentrated in vacuo

Sources & evidence

ORD record
ord-9df39038d3df4eb19d7bffa633bc7ad6
Source dataset
uspto-grants-2001_05
Patent number
US06235928B1

Reaction notes

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