4-Bromophenetole → 1-(4-Ethoxyphenyl)-4-(7-ethoxy-2,4,6-trimethyl-2,3-dihydro-1-benzofuran-5-yl)piperazine
Reaction equation
[CH2:1]([O:3][C:4]1[C:12]2[O:11][CH:10]([CH3:13])[CH2:9][C:8]=2[C:7]([CH3:14])=[C:6]([N:15]2[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]2)[C:5]=1[CH3:21])[CH3:2].Br[C:23]1[CH:28]=[CH:27][C:26]([O:29][CH2:30][CH3:31])=[CH:25][CH:24]=1>>[CH2:30]([O:29][C:26]1[CH:27]=[CH:28][C:23]([N:18]2[CH2:19][CH2:20][N:15]([C:6]3[C:5]([CH3:21])=[C:4]([O:3][CH2:1][CH3:2])[C:12]4[O:11][CH:10]([CH3:13])[CH2:9][C:8]=4[C:7]=3[CH3:14])[CH2:16][CH2:17]2)=[CH:24][CH:25]=1)[CH3:31]Participants
3
Procedure
By using 1-(7-ethoxy-2,4,6-trimethyl-2,3-dihydro-1-benzofuran-5-yl)piperazine (580 mg, 2.0 mmol) synthesized in Reference example 89 and 1-bromo-4-ethoxybenzene (804 mg, 4.0 mmol), the reaction was carried out in the same manner as Example 23 to synthesize the title compound 532 mg (yield 65%). Melting point was 121 to 122° C. (ethanol-water).
Sources & evidence
- ORD record
- ord-b89093cef83943fd81d6ef748f43ab76
- Source dataset
- uspto-grants-2015_02
- Patent number
- US08957069B2
Reaction notes
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