4-Bromo-1-methoxy-2-methylbenzene → 1-(7-Ethoxy-2,4,6-trimethyl-2,3-dihydro-1-benzofuran-5-yl)-4-(4-methoxy-3-methylphenyl)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][CH3:30])=[C:25]([CH3:31])[CH:24]=1>>[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][N:18]([C:23]3[CH:28]=[CH:27][C:26]([O:29][CH3:30])=[C:25]([CH3:31])[CH:24]=3)[CH2:17][CH2:16]2)[C:5]=1[CH3:21])[CH3:2]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 88 and 4-bromo-1-methoxy-2-methylbenzene (804 mg, 4.0 mmol), the reaction was carried out in the same manner as Example 23 to synthesize the title compound 375 mg (yield 46%). Melting point was 80 to 83° C. (ethanol-water).
Sources & evidence
- ORD record
- ord-dcf8516f59cb4e02b780945ddf329300
- Source dataset
- uspto-grants-2015_02
- Patent number
- US08957069B2
Reaction notes
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