Piperidine → HCID 86733278, compound

HRID 1606332Notes

Reaction equation

HRID 1606332 reaction equation
[CH2:1]([C:4]1[C:13]2[O:12][C:11]([C:14]([OH:16])=[O:15])=[CH:10][C:9](=[O:17])[C:8]=2[C:7]([O:18][CH2:19][CH2:20][CH:21]([CH3:23])[CH3:22])=[CH:6][CH:5]=1)[CH:2]=[CH2:3].[NH:24]1[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]1>C(O)C>[NH:24]1[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]1.[CH2:1]([C:4]1[C:13]2[O:12][C:11]([C:14]([OH:16])=[O:15])=[CH:10][C:9](=[O:17])[C:8]=2[C:7]([O:18][CH2:19][CH2:20][CH:21]([CH3:23])[CH3:22])=[CH:6][CH:5]=1)[CH:2]=[CH2:3]

Participants

4

Reactant 2

HCID 8082PiperidineHCID 126440HCID 126440, compound

Product 1

HCID 86733278HCID 86733278, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 5 parts of 8-allyl-5-(3-methyl-n-butoxy)-4-oxo-4H-1-benzopyran-2-carboxylic acid and 1.35 parts of piperidine in 50 parts of ethanol was refluxed for 2 hours. The resulting solution was filtered and evaporated to an oil which was dissolved in dry benzene. The benzene solution was evaporated to give an oil which was triturated with petroleum ether (b.p. 40°-60° C) to give 6 parts of 8-allyl-5-(3-methyl-n-butoxy)-4-oxo-4H-1-benzopyran-2-carboxylic acid piperidine salt as a white solid m.p. 106°-107° C.

Workup

  1. filtrationThe resulting solution was filtered
  2. customevaporated to an oil which
  3. dissolutionwas dissolved in dry benzene
  4. customThe benzene solution was evaporated
  5. customto give an oil which
  6. customwas triturated with petroleum ether (b.p. 40°-60° C)

Sources & evidence

ORD record
ord-1b7b0fc3c68a407182c01185e31175de
Source dataset
uspto-grants-1976_04
Patent number
US03952104

Reaction notes

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