Sodium Hydroxide → HCID 14547361, compound

HRID 1607509Notes

Reaction equation

HRID 1607509 reaction equation
[C:1]1([CH2:7][CH2:8][CH2:9][N:10]2[C:15](=[O:16])[CH2:14][N:13]([CH2:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[CH2:12][CH:11]2O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[Na+]>O>[CH2:17]([N:13]1[CH2:14][C:15](=[O:16])[N:10]2[CH2:9][CH2:8][CH2:7][C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=3[CH:11]2[CH2:12]1)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 14547358HCID 14547358, compound

Product 1

HCID 14547361HCID 14547361, compoundYield 32%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
180 °C

Procedure

1-(3-Phenylpropyl)-4-benzyl-2-hydroxy-6-oxopiperazine (2.6 g) and polyphosphoric acid (53 g) were mixed, heated at 180° C. and maintained at this temperature for 3/4 h. The mixture was cooled to 60° C. and water (200 ml) added. The mixture was cooled, basified with sodium hydroxide solution, and extracted with chloroform (3×50 ml). The solvent was evaporated and the product crystallised from diethyl ether to give the title compound (0.78 g, 32%) m.p. 125°-8° C.

Workup

  1. temperaturemaintained at this temperature for 3/4 h
  2. temperatureThe mixture was cooled to 60° C.
  3. temperatureThe mixture was cooled
  4. extractionextracted with chloroform (3×50 ml)
  5. customThe solvent was evaporated
  6. customthe product crystallised from diethyl ether

Sources & evidence

ORD record
ord-a55ecf08748b488e86d419610bb2831d
Source dataset
uspto-grants-1989_09
Patent number
US04866056

Reaction notes

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