Piperazine → HCID 19889953, compound

HRID 653691Notes

Reaction equation

HRID 653691 reaction equation
[CH:1]1([CH2:11]Cl)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3][O:2]1.[NH:13]1[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]1.[OH-].[Na+]>>[CH:1]1([CH2:11][N:13]2[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]2)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3][O:2]1

Participants

4

Reactant 3

HCID 4837PiperazineHCID 14798Sodium HydroxideHCID 19889944HCID 19889944, compound

Product 1

HCID 19889953HCID 19889953, compoundYield 74%

Procedure

To 1 g (5.48 mmol) of (isochroman-1-yl)methyl chloride obtainable by Reference Example 1 was added 2 g (23.3 mmol) of piperazine, and the resulting mixture was heated at 100° to 120° C. for 10 hours. After being cooled, the mixture was basified with the addition of 10% sodium hydroxide and then extracted with chloroform. The extract was washed with water and then dried. The solvent was evaporated off. The residue was distilled under reduced pressure (150° C./15 mmHg) to give 0.9 g (74%) of the desired compound as an oily.

Workup

  1. temperaturethe resulting mixture was heated at 100° to 120° C. for 10 hours
  2. temperatureAfter being cooled
  3. extractionextracted with chloroform
  4. washThe extract was washed with water
  5. customdried
  6. customThe solvent was evaporated off
  7. distillationThe residue was distilled under reduced pressure (150° C./15 mmHg)

Sources & evidence

ORD record
ord-e1ae68136ecc42c8ad7fd0fd7870df91
Source dataset
uspto-grants-1992_07
Patent number
US05128369

Reaction notes

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