Piperidine → HCID 131714669, compound

HRID 280168Notes

Reaction equation

HRID 280168 reaction equation
[NH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.S(O)(=O)(=O)C.[Cl:12][CH2:13][CH2:14][CH2:15][O:16][C:17]12[CH:26]=[CH:25][CH:24]=[CH:23][CH:18]1[CH2:19][CH:20]2[CH2:21]O>C1(C)C=CC=CC=1.C(OCC)(=O)C>[Cl:12][CH2:13][CH2:14][CH2:15][O:16][C:17]12[CH:26]=[CH:25][CH:24]=[CH:23][CH:18]1[CH2:19][CH:20]2[CH2:21][N:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

5

Reactant 2

HCID 8082PiperidineHCID 131714667HCID 131714667, compound

Product 1

HCID 131714669HCID 131714669, compound

Reagents, catalysts & solvents 2

HCID 1140TolueneSolventHCID 8857Ethyl AcetateSolvent

Procedure

Piperidine (3.19 ml) is added to a solution of 3-(3-chloropropoxy)-1-hydroxymethylbenzocyclobutene mesylate (2.45 g) in toluene (32 ml) and the reaction mixture refluxed under nitrogen for about 12 hours. The reaction mixture is diluted with ethyl acetate and extracted with saturated NaHCO3 followed by saturated NaCl. The organic extract is dried, filtered and concentrated yielding the crude product used in the next step.

Workup

  1. temperaturethe reaction mixture refluxed under nitrogen for about 12 hours
  2. extractionextracted with saturated NaHCO3
  3. extractionThe organic extract
  4. customis dried
  5. filtrationfiltered
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-4471cd438bf04aeb948984f9fb648696
Source dataset
uspto-grants-1986_05
Patent number
US04588719

Reaction notes

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