Piperazine → 1-(2,5-Difluoro-4-methoxyphenyl)piperazine

HRID 269941Notes

Reaction equation

HRID 269941 reaction equation
BrC1C=CC(OC)=C(C)C=1.C(OCC)(=O)C.Br[C:18]1[C:23]([F:24])=[CH:22][C:21]([O:25][CH3:26])=[C:20]([F:27])[CH:19]=1.[NH:28]1[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]1>C1(C)C=CC=CC=1>[F:24][C:23]1[CH:22]=[C:21]([O:25][CH3:26])[C:20]([F:27])=[CH:19][C:18]=1[N:28]1[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]1

Participants

6

Reactant 4

HCID 4837PiperazineHCID 8857Ethyl AcetateHCID 6083154-Bromo-1-methoxy-2-methylbenzeneHCID 27249834-Bromo-2,5-difluoroanisole

Product 1

HCID 231114921-(2,5-Difluoro-4-methoxyphenyl)piperazineYield 27.9%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Production Example 9 was repeated except that 5-bromo-2-methoxytoluene, 1-(2-phenethyl)piperazine and ethyl acetate (extraction solvent) were replaced with 4-bromo-2,5-difluoroanisole (6.742 g), piperazine (12.404 g) and toluene (extraction solvent), respectively, to provide crude 1-(2,5-difluoro-4-methoxyphenyl)-piperazine (1.926 g).

Sources & evidence

ORD record
ord-e0a9d9d39c0f4a12a83b8b7c3cdc8e94
Source dataset
uspto-grants-2008_11
Patent number
US07449466B2

Reaction notes

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