Piperidine → HCID 131714669, compound

HRID 1905743Notes

Reaction equation

HRID 1905743 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-fcb4f2a8afaa4247a048922b319ba5be
Source dataset
uspto-grants-1987_03
Patent number
US04647559

Reaction notes

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