1-(4-Methoxyphenyl)piperazine → 1-{2-[(Methoxymethoxy)methyl]-2,4,6,7-tetramethyl-2,3-dihydro-1-benzofuran-5-yl}-4-(4-methoxyphenyl)piperazine

HRID 1850516Notes

Reaction equation

HRID 1850516 reaction equation
Br[C:2]1[C:3]([CH3:19])=[C:4]([CH3:18])[C:5]2[O:9][C:8]([CH2:11][O:12][CH2:13][O:14][CH3:15])([CH3:10])[CH2:7][C:6]=2[C:16]=1[CH3:17].[CH3:20][O:21][C:22]1[CH:27]=[CH:26][C:25]([N:28]2[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]2)=[CH:24][CH:23]=1>>[CH3:15][O:14][CH2:13][O:12][CH2:11][C:8]1([CH3:10])[CH2:7][C:6]2[C:16]([CH3:17])=[C:2]([N:31]3[CH2:30][CH2:29][N:28]([C:25]4[CH:24]=[CH:23][C:22]([O:21][CH3:20])=[CH:27][CH:26]=4)[CH2:33][CH2:32]3)[C:3]([CH3:19])=[C:4]([CH3:18])[C:5]=2[O:9]1

Participants

3

Reactant 2

HCID 2697221-(4-Methoxyphenyl)piperazineHCID 667606425-Bromo-2-[(methoxymethoxy)methyl]-2,4,6,7-tetramethyl-2,3-dihydro-1-benzofuran

Product 1

HCID 594850511-{2-[(Methoxymethoxy)methyl]-2,4,6,7-tetramethyl-2,3-dihydro-1-benzofuran-5-yl}-4-(4-methoxyphenyl)piperazineYield 48%

Procedure

By using 5-bromo-2-[(methoxymethoxy)methyl]-2,4,6,7-tetramethyl-2,3-dihydro-1-benzofuran (1.62 g, 4.92 mmol) synthesized in Reference Example 163 and 1-(4-methoxyphenyl)piperazine (1.89 g, 9.84 mmol), the reaction was carried out in the same manner as Example 1 to synthesize 1.03 g of the title compound (yield 48%).

Sources & evidence

ORD record
ord-f0dabfbd5c1641379eeec132b7a539c3
Source dataset
uspto-grants-2015_02
Patent number
US08957069B2

Reaction notes

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