2-(3-Fluorophenyl)chroman-6-ol → HCID 17978633, compound

HRID 31319Notes

Reaction equation

HRID 31319 reaction equation
FC1C=C(C2CCC3C(=CC=C(O)C=3)O2)C=CC=1.[N+:19]([C:22]1[CH:27]=[CH:26][C:25]([CH:28]2[CH2:37][CH:36](O)[C:35]3[C:30](=[CH:31][CH:32]=[C:33]([OH:39])[CH:34]=3)[O:29]2)=[CH:24][CH:23]=1)([O-:21])=[O:20]>>[N+:19]([C:22]1[CH:27]=[CH:26][C:25]([CH:28]2[CH2:37][CH2:36][C:35]3[C:30](=[CH:31][CH:32]=[C:33]([OH:39])[CH:34]=3)[O:29]2)=[CH:24][CH:23]=1)([O-:21])=[O:20]

Participants

3

Reactant 2

HCID 179784712-(3-Fluorophenyl)chroman-6-olHCID 179785712-(4-Nitrophenyl)chroman-4,6-diol

Product 1

HCID 17978633HCID 17978633, compound

Procedure

2-(4-Nitrophenyl)chroman-6-ol was prepared as described for 2-(3-fluorophenyl)chroman-6-ol in Example 9(c) starting from 2-(4-nitrophenyl)chroman-4,6-diol. 1H NMR (400 MHz, d6-DMSO) δ: 8.84 (s, 1H), 8.26 (d, 2H, J 6.9 Hz), 7.71 (d, 2H, J 6.9 Hz), 6.69 (d, 1H, J 8.6 Hz), 6.53 (dd, 1H, J 8.6, 2.8 Hz), 6.50 (d, 1H, J 2.8 Hz), 5.19 (dd, 1H, J 9.9, 2.2 Hz), 2.87-2.91 (m, 1H), 2.61-2.66 (m, 1H), 2.16-2.21 (m, 1H), 1.89-1.93 (m, 1H).

Sources & evidence

ORD record
ord-34fd0c9052a447378b6f38e0222c582a
Source dataset
uspto-grants-2008_09
Patent number
US07425568B2

Reaction notes

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