1-(2-Methoxyphenyl)piperazine → 1-(2-Methoxyphenyl)-4-[3-(benzoyl)-3-(phenyl)butyl]piperazine

HRID 969946Notes

Reaction equation

HRID 969946 reaction equation
[C:1]([C:9]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)([CH3:13])[CH2:10][CH:11]=O)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:20][O:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=1[N:28]1[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]1.[Na]>>[CH3:20][O:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=1[N:28]1[CH2:33][CH2:32][N:31]([CH2:11][CH2:10][C:9]([C:1](=[O:8])[C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH3:13])[CH2:30][CH2:29]1

Participants

4

Reactant 3

HCID 13461-(2-Methoxyphenyl)piperazineHCID 5360545SodiumHCID 120510663-Benzoyl-3-phenylbutyraldehyde

Product 1

HCID 155240291-(2-Methoxyphenyl)-4-[3-(benzoyl)-3-(phenyl)butyl]piperazineYield 23.4%

Procedure

Following the procedures described in the Example 1, Step C, the reaction of 3-benzoyl-3-phenylbutyraldehyde (0.32 g) and 1-(2-methoxyphenyl)piperazine (0.23 g) with sodium triacetoxyboranehydride (0.33 g) gave pure product 1-(2-methoxyphenyl)-4-[3-(benzoyl)-3-(phenyl)butyl]piperazine (0.12 g). The oxalate salt was prepared as described above. m.p.=192-193° C.; MS (m/e): 428 (M+).

Sources & evidence

ORD record
ord-454c807d8ecf49938a11bf92c55568bf
Source dataset
uspto-grants-2007_12
Patent number
US07309702B2

Reaction notes

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