1-(2-Amino-5-bromophenyl)ethan-1-one → 1-(2-Amino-5-bromophenyl)-1-phenylethanol
Reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([Br:8])=[CH:4][C:3]=1[C:9](=[O:11])[CH3:10].[C:12]1([Mg]Br)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>>[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([Br:8])=[CH:4][C:3]=1[C:9]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)([OH:11])[CH3:10]Participants
3
Procedure
Prepared from 1-(2-amino-5-bromo-phenyl)-ethanone and phenyl magnesium bromide generally according to the procedure described in example 1. 1H-NMR (DMSO-d6) δ 7.32-7.16 (m, 6H), 7.11 (dd, J=2.03, 8.48 Hz, 1H), 6.49 (d, J=8.55 Hz, 1H), 6.02 (s, 1H), 5.16 (s, 2H), 1.74 (s, 3H); MS (ES) m/z 274/276 ([M+H]+, 100%); Anal. Calc. For C14H14BrNO: C, 57.55; H, 4.83; N, 4.79. Found: C, 57.67; H, 4.83; N, 4.79.
Sources & evidence
- ORD record
- ord-9fb01ca037ed438798cc8a0fd8553845
- Source dataset
- uspto-grants-2009_10
- Patent number
- US07598237B2
Reaction notes
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