Diethyl Ether → 1-Phenylpiperazine

HRID 1856456Notes

Reaction equation

HRID 1856456 reaction equation
[OH:1][CH:2]([CH2:17][N:18]1[CH2:23][CH2:22][N:21]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH2:20][CH2:19]1)[CH2:3][O:4][C:5]1[CH:6]=[C:7]([CH:11]2[CH2:15][NH:14][C:13](=[O:16])[CH2:12]2)[CH:8]=[CH:9][CH:10]=1.CCOCC>CO.C(Cl)(Cl)Cl>[O:1]1[CH2:17][CH:2]1[CH2:3][O:4][C:5]1[CH:6]=[C:7]([CH:11]2[CH2:15][NH:14][C:13](=[O:16])[CH2:12]2)[CH:8]=[CH:9][CH:10]=1.[C:24]1([N:21]2[CH2:22][CH2:23][NH:18][CH2:19][CH2:20]2)[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1

Participants

5

Reactant 2

HCID 3283Diethyl EtherHCID 23345028HCID 23345028, compound

Product 2

HCID 70961-PhenylpiperazineYield 95%HCID 23345045HCID 23345045, compound

Reagents, catalysts & solvents 1

HCID 21584188Chloroform methanolSolvent

Procedure

From 8.6 mmol of 4-[3-(2,3 -epoxypropoxy)phenyl]-2-pyrrolidone and 8.6 mmol of 1-phenylpiperazine (95% strength), 4-{3-[2-hydroxy-3-(4-phenylpiperazin-1-yl)propoxy]phenyl}-2-pyrrolidone, m.p. 82°-84°, is obtained analogously to Example 1 in a 77% yield (ether; after chromatography in methanol/chloroform 2:8).

Sources & evidence

ORD record
ord-593cab39ad5f40fdbbfd477bfd0d3894
Source dataset
uspto-grants-1980_08
Patent number
US04219551

Reaction notes

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