Bromide ion → HCID 86636627, compound
Reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][C:10]([C:12]2[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=2)=[O:11])=[CH:4][CH:3]=1.[Br-:20]>>[Br:20][CH:9]([CH2:8][C:5]1[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=1)[C:10]([C:12]1[CH:13]=[CH:14][C:15]([O:18][CH3:19])=[CH:16][CH:17]=1)=[O:11]Participants
3
Procedure
A procedure similar to step 3 of Example 1 was used. 3-(4-fluoro-phenyl)-1-(4-methoxy-phenyl)-propan-1-one prepared in the step 2 and bromide were used as starting materials, and anhydrous AlC3 was used as catalyst. The obtained product was a white solid in a yield of 95.0%, mp: 76-77 └. 1H-NMR (CDCl3, 400 MHz) δ: 3.31 (1H, dd, J=14.28, 7.00 Hz), 3.66 (1H, dd, J=14.28, 7.28 Hz), 3.87 (3H, s, OCH3), 5.23 (1H, t, J=7.56 Hz, CHBr), 6.93 (2H, d, J=8.96 Hz, ArH), 6.96 (2H, t, 3JFH=3JHH=8.72 Hz, ArH), 7.23 (2H, dd, 3JHH=8.68 Hz, 4JFH=5.60 Hz, ArH), 7.95 (2H, d, J=8.96 Hz, ArH); ESI-MS: 339.2 (M+2, 89), 337.0 (M, 70), 257.2 (100).
Sources & evidence
- ORD record
- ord-8caaff585c34402f86044b6773368abc
- Source dataset
- uspto-grants-2011_11
- Patent number
- US08053581B2
Reaction notes
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