Piperazine → 1-(4-Benzyloxy-3-chlorophenyl)piperazine

HRID 269885Notes

Reaction equation

HRID 269885 reaction equation
BrC1C=CC(OC)=C(C)C=1.[CH2:11]([O:18][C:19]1[CH:24]=[CH:23][C:22](Br)=[CH:21][C:20]=1[Cl:26])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.[NH:27]1[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]1>>[CH2:11]([O:18][C:19]1[CH:24]=[CH:23][C:22]([N:27]2[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]2)=[CH:21][C:20]=1[Cl:26])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

4

Reactant 3

HCID 4837PiperazineHCID 6083154-Bromo-1-methoxy-2-methylbenzeneHCID 109135241-Benzyloxy-4-bromo-2-chlorobenzene

Product 1

HCID 231114781-(4-Benzyloxy-3-chlorophenyl)piperazineYield 65.2%

Procedure

Production Example 9 was repeated except that 5-bromo-2-methoxytoluene and 1-(2-phenethyl)piperazine were replaced with 1-benzyloxy-4-bromo-2-chlorobenzene (7.138 g) and piperazine (12.404 g), respectively. Thus obtained crude product was purified on silica gel column chromatography (eluent, chloroform: methanol=5:2) to provide 1-(4-benzyloxy-3-chlorophenyl)piperazine (4.739 g).

Workup

  1. customThus obtained crude product
  2. customwas purified on silica gel column chromatography (eluent, chloroform: methanol=5:2)

Sources & evidence

ORD record
ord-5b1db71180e3445e80716663646a1c90
Source dataset
uspto-grants-2008_11
Patent number
US07449466B2

Reaction notes

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