1-(2-Chlorophenyl)piperazine → HCID 20548788, compound

HRID 2058942Notes

Reaction equation

HRID 2058942 reaction equation
[O:1]1[CH:3]([CH2:4][O:5][C:6]2[CH:15]=[C:14]3[C:9]([C:10](=[O:18])[CH2:11][C:12]([CH3:17])([CH3:16])[O:13]3)=[CH:8][CH:7]=2)[CH2:2]1.[Cl:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=1[N:26]1[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]1>C(O)C>[ClH:19].[Cl:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=1[N:26]1[CH2:31][CH2:30][N:29]([CH2:2][CH:3]([OH:1])[CH2:4][O:5][C:6]2[CH:15]=[C:14]3[C:9]([C:10](=[O:18])[CH2:11][C:12]([CH3:17])([CH3:16])[O:13]3)=[CH:8][CH:7]=2)[CH2:28][CH2:27]1

Participants

4

Reactant 2

HCID 4156281-(2-Chlorophenyl)piperazineHCID 20548786HCID 20548786, compound

Product 1

HCID 20548788HCID 20548788, compoundYield 149.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1,2-Epoxy-3-(2,2-dimethylchroman-4-on-7-yl)oxypropane (7.6 g) and N-(o-chlorophenyl)-piperazine (6.04 g) were heated under reflux in ethanol (150 ml) for 3 hours. The solution was evaporated to dryness in vacuo and treated with an excess of ethanolic hydrogen chloride and evaporated to dryness in vacuo. The residue was crystallised from ethanol/ether to give 1-(4-(o-chlorophenyl)-piperazino)-3-(2,2-dimethylchroman-4-on-7-yl)oxypropan-2-ol hydrochloride (11.07 g), m.p. 169°-173° C.

Workup

  1. customThe solution was evaporated to dryness in vacuo
  2. additiontreated with an excess of ethanolic hydrogen chloride
  3. customevaporated to dryness in vacuo
  4. customThe residue was crystallised from ethanol/ether

Sources & evidence

ORD record
ord-8cd113a0e21e470c94701b6a76b76d46
Source dataset
uspto-grants-1982_03
Patent number
US04320128

Reaction notes

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