2-(3-Fluorophenyl)chroman-6-ol → HCID 17978557, compound
Reaction equation
FC1C=C(C2CCC3C(=CC=C(O)C=3)O2)C=CC=1.[CH3:19][O:20][C:21]1[CH:22]=[C:23]([CH:27]2[CH2:36][CH:35](O)[C:34]3[C:29](=[CH:30][CH:31]=[C:32]([OH:38])[CH:33]=3)[O:28]2)[CH:24]=[CH:25][CH:26]=1>>[CH3:19][O:20][C:21]1[CH:22]=[C:23]([CH:27]2[CH2:36][CH2:35][C:34]3[C:29](=[CH:30][CH:31]=[C:32]([OH:38])[CH:33]=3)[O:28]2)[CH:24]=[CH:25][CH:26]=1Participants
3
Procedure
2-(3-Methoxyphenyl)chroman-6-ol was prepared as described for 2-(3-fluorophenyl)chroman-6-ol in Example 9(c) starting from 2-(3-methoxyphenyl)chroman-4,6-diol. 1H NMR (300 MHz, d6-DMSO) δ: 8.75 (s, 1H), 7.28 (t, 1H, J 15.7, 7.9 Hz), 6.96-6.99 (m, 2H), 6.87 (dd, 1H, J 7.9, 2.5 Hz), 6.63 (d, 1H, J 8.3 Hz), 6.52 (d, 1H, J 2.9 Hz), 6.48 (s, 1H), 4.95 (dd, 1H, J 9.8, 2.2 Hz), 3.75 (s, 3H), 2.82-2.89 (m, 1H), 2.57-2.66 (m, 1H), 2.06-2.13 (m, 1H), 1.89-1.97 (m, 1H).
Sources & evidence
- ORD record
- ord-009bce58e0ad46ec9e79858539fe343d
- Source dataset
- uspto-grants-2008_09
- Patent number
- US07425568B2
Reaction notes
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