1-(4-Fluorophenyl)piperazine → 1-(7-Ethoxy-2,2,4,6-tetramethyl-2,3-dihydro-1-benzofuran-5-yl)-4-(4-fluorophenyl)piperazine

HRID 1850478Notes

Reaction equation

HRID 1850478 reaction equation
Br[C:2]1[C:3]([CH3:17])=[C:4]([O:14][CH2:15][CH3:16])[C:5]2[O:9][C:8]([CH3:11])([CH3:10])[CH2:7][C:6]=2[C:12]=1[CH3:13].[F:18][C:19]1[CH:24]=[CH:23][C:22]([N:25]2[CH2:30][CH2:29][NH:28][CH2:27][CH2:26]2)=[CH:21][CH:20]=1>>[CH2:15]([O:14][C:4]1[C:5]2[O:9][C:8]([CH3:11])([CH3:10])[CH2:7][C:6]=2[C:12]([CH3:13])=[C:2]([N:28]2[CH2:27][CH2:26][N:25]([C:22]3[CH:21]=[CH:20][C:19]([F:18])=[CH:24][CH:23]=3)[CH2:30][CH2:29]2)[C:3]=1[CH3:17])[CH3:16]

Participants

3

Reactant 2

HCID 752601-(4-Fluorophenyl)piperazineHCID 66760415HCID 66760415, compound

Product 1

HCID 594850301-(7-Ethoxy-2,2,4,6-tetramethyl-2,3-dihydro-1-benzofuran-5-yl)-4-(4-fluorophenyl)piperazineYield 41%

Procedure

By using 5-bromo-7-ethoxy-2,2,4,6-tetramethyl-2,3-dihydro-1-benzofuran (600 mg, 2.01 mmol) synthesized in Reference example 98 and 1-(4-fluorophenyl)piperazine (723 mg, 4.01 mmol), the reaction was carried out in the same manner as Example 1 to synthesize the title compound 327 mg (yield 41%).

Sources & evidence

ORD record
ord-2ab38dd3419f4f8380c78409de807ab6
Source dataset
uspto-grants-2015_02
Patent number
US08957069B2

Reaction notes

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