Chlorosuccinimide → 1-Chloro-8-fluoro-6-(3-fluoro-4-methoxyphenyl)-2-naphthol
Reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:13]2[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[C:15]([F:21])[CH:14]=2)[CH:5]=[C:6]2[C:11]=1[CH:10]=[C:9]([OH:12])[CH:8]=[CH:7]2.C1C(=O)N([Cl:29])C(=O)C1>>[Cl:29][C:10]1[C:11]2[C:6](=[CH:5][C:4]([C:13]3[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[C:15]([F:21])[CH:14]=3)=[CH:3][C:2]=2[F:1])[CH:7]=[CH:8][C:9]=1[OH:12]Participants
3
Procedure
The title compound was prepared by reacting 8-fluoro-6-(3-fluoro-4-methoxyphenyl)-2-naphthol (0.30 g, 1.05 mmol) and NCS (0.17 g, 1.26 mmol) according to method C to yield 0.21 g (62%) of a light orange solid: mp 126-128° C.; 1H NMR (DMSO-d6): δ 3.90 (3H, s), 7.25-7.31 (1H, m), 7.35 (1H, d, J=8.91 Hz), 7.64-7.67 (1H, m), 7.70-7.78 (2H, m), 7.87 (1H, dd, J=1.58 Hz, J=9.04 Hz), 10.68 (1H, s); MS (ESI) m/z3191321 (M−H)−.
Sources & evidence
- ORD record
- ord-8f40c5f158c744579031b3c6dee77a52
- Source dataset
- uspto-grants-2005_07
- Patent number
- US06914074B2
Reaction notes
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